enterobactin

Summary

Summary: An iron-binding cyclic trimer of 2,3-dihydroxy-N-benzoyl-L-serine. It is produced by E COLI and other enteric bacteria.

Top Publications

  1. ncbi The neutrophil lipocalin NGAL is a bacteriostatic agent that interferes with siderophore-mediated iron acquisition
    David H Goetz
    Molecular and Cellular Biology Program, Fred Hutchinson Cancer Research Center, Box 357275, University of Washington, Seattle, WA 98105, USA
    Mol Cell 10:1033-43. 2002
  2. pmc A mammalian siderophore synthesized by an enzyme with a bacterial homolog involved in enterobactin production
    Laxminarayana R Devireddy
    Case Comprehensive Cancer Center and Department of Pathology, Case Western Reserve University, Cleveland, OH 44106, USA
    Cell 141:1006-17. 2010
  3. pmc Enterobactin: an archetype for microbial iron transport
    Kenneth N Raymond
    Department of Chemistry, University of California, Berkeley, CA 94720 1460, USA
    Proc Natl Acad Sci U S A 100:3584-8. 2003
  4. pmc Mucosal lipocalin 2 has pro-inflammatory and iron-sequestering effects in response to bacterial enterobactin
    Michael A Bachman
    Department of Microbiology, University of Pennsylvania School of Medicine, Philadelphia, PA, USA
    PLoS Pathog 5:e1000622. 2009
  5. pmc Specific roles of the iroBCDEN genes in virulence of an avian pathogenic Escherichia coli O78 strain and in production of salmochelins
    Mélissa Caza
    INRS Institut Armand Frappier, 531 Boul des Prairies, Laval, Quebec, Canada H7V 1B7
    Infect Immun 76:3539-49. 2008
  6. ncbi Lipocalin 2 mediates an innate immune response to bacterial infection by sequestrating iron
    Trude H Flo
    Institute for Systems Biology, Seattle, Washington 98103, USA
    Nature 432:917-21. 2004
  7. doi Production and immunogenicity of recombinant ferric enterobactin protein (FepA)
    Seyed Mehdi Larrie Baghal
    Department of Biology, Shahed University, Tehran, Iran
    Int J Infect Dis 14:e166-70. 2010
  8. pmc Identification and characterization of a novel outer membrane protein receptor FetA for ferric enterobactin transport in Vibrio anguillarum 775 (pJM1)
    Hiroaki Naka
    Department of Molecular Microbiology and Immunology, Oregon Health and Science University, 3181 SW Sam Jackson Park Road, Portland, OR 97239, USA
    Biometals 25:125-33. 2012
  9. ncbi Reconstitution and characterization of the Escherichia coli enterobactin synthetase from EntB, EntE, and EntF
    A M Gehring
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, Massachusetts 02115, USA
    Biochemistry 37:2648-59. 1998
  10. ncbi Effects of macromolecular crowding on the intrinsic catalytic efficiency and structure of enterobactin-specific isochorismate synthase
    Ming Jiang
    Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    J Am Chem Soc 129:730-1. 2007

Research Grants

  1. IRON ACQUISITION IN BORDETELLA PERTUSSIS
    SANDRA KAY ARMSTRONG; Fiscal Year: 2010
  2. Role of the Mammalian Siderophore in Cellular Iron Metabolism and Erythropoiesis
    Laxminarayana R Devireddy; Fiscal Year: 2010
  3. Role of the Mammalian Siderophore in Cellular Iron Metabolism and Erythropoiesis
    LAXMINARAYANA DEVIREDDY; Fiscal Year: 2009
  4. ENTEROBACTIN DERIVATIVES: BUILDING A BETTER FERRIC TRAP
    Carlos Gutierrez; Fiscal Year: 1991
  5. STRUCTURES OF SIDEROPHORE MEMBRANE TRANSPORT PROTEINS
    Dick van der Helm; Fiscal Year: 2000
  6. STRUCTURES OF SIDEROPHORE MEMBRANE TRANSPORT PROTEINS
    Dick van der Helm; Fiscal Year: 1999
  7. Iron acquistion in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2003
  8. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2005
  9. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2004
  10. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2006

Scientific Experts

Detail Information

Publications183 found, 100 shown here

  1. ncbi The neutrophil lipocalin NGAL is a bacteriostatic agent that interferes with siderophore-mediated iron acquisition
    David H Goetz
    Molecular and Cellular Biology Program, Fred Hutchinson Cancer Research Center, Box 357275, University of Washington, Seattle, WA 98105, USA
    Mol Cell 10:1033-43. 2002
    ..We therefore propose that NGAL participates in the antibacterial iron depletion strategy of the innate immune system...
  2. pmc A mammalian siderophore synthesized by an enzyme with a bacterial homolog involved in enterobactin production
    Laxminarayana R Devireddy
    Case Comprehensive Cancer Center and Department of Pathology, Case Western Reserve University, Cleveland, OH 44106, USA
    Cell 141:1006-17. 2010
    ..24p3 is an iron-trafficking protein that binds iron through association with a bacterial siderophore, such as enterobactin, or a postulated mammalian siderophore...
  3. pmc Enterobactin: an archetype for microbial iron transport
    Kenneth N Raymond
    Department of Chemistry, University of California, Berkeley, CA 94720 1460, USA
    Proc Natl Acad Sci U S A 100:3584-8. 2003
    ..Siderophores are small iron chelators that facilitate cellular iron transport. The siderophore enterobactin is a triscatechol derivative of a cyclic triserine lactone...
  4. pmc Mucosal lipocalin 2 has pro-inflammatory and iron-sequestering effects in response to bacterial enterobactin
    Michael A Bachman
    Department of Microbiology, University of Pennsylvania School of Medicine, Philadelphia, PA, USA
    PLoS Pathog 5:e1000622. 2009
    ..Lcn2 binds and sequesters the iron-scavenging siderophore enterobactin (Ent), preventing bacterial iron acquisition...
  5. pmc Specific roles of the iroBCDEN genes in virulence of an avian pathogenic Escherichia coli O78 strain and in production of salmochelins
    Mélissa Caza
    INRS Institut Armand Frappier, 531 Boul des Prairies, Laval, Quebec, Canada H7V 1B7
    Infect Immun 76:3539-49. 2008
    ..Overall, efficient glucosylation (IroB), transport (IroC and IroN), and processing (IroD and IroE) of salmochelins are required for APEC virulence, although IroE appears to serve an ancillary role...
  6. ncbi Lipocalin 2 mediates an innate immune response to bacterial infection by sequestrating iron
    Trude H Flo
    Institute for Systems Biology, Seattle, Washington 98103, USA
    Nature 432:917-21. 2004
    ..Our finding represents a new component of the innate immune system and the acute phase response to infection...
  7. doi Production and immunogenicity of recombinant ferric enterobactin protein (FepA)
    Seyed Mehdi Larrie Baghal
    Department of Biology, Shahed University, Tehran, Iran
    Int J Infect Dis 14:e166-70. 2010
    ..These complexes are transported across the outer membrane by receptor proteins commonly known as FepA (ferric enterobactin protein)...
  8. pmc Identification and characterization of a novel outer membrane protein receptor FetA for ferric enterobactin transport in Vibrio anguillarum 775 (pJM1)
    Hiroaki Naka
    Department of Molecular Microbiology and Immunology, Oregon Health and Science University, 3181 SW Sam Jackson Park Road, Portland, OR 97239, USA
    Biometals 25:125-33. 2012
    ..775 (pJM1) of two chromosomal genes encoding outer membrane proteins that operate in the transport of ferric enterobactin. One of them is a novel receptor that we named FetA and the other is the already characterized FvtA that ..
  9. ncbi Reconstitution and characterization of the Escherichia coli enterobactin synthetase from EntB, EntE, and EntF
    A M Gehring
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, Massachusetts 02115, USA
    Biochemistry 37:2648-59. 1998
    The siderophore molecule enterobactin, a cyclic trimeric lactone of N-(2,3-dihydroxybenzoyl)serine, is synthesized and secreted by Escherichia coli in response to iron starvation...
  10. ncbi Effects of macromolecular crowding on the intrinsic catalytic efficiency and structure of enterobactin-specific isochorismate synthase
    Ming Jiang
    Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    J Am Chem Soc 129:730-1. 2007
  11. ncbi Siderophore-mediated iron transport in Bacillus subtilis and Corynebacterium glutamicum
    Emily A Dertz
    Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720 1460, USA
    J Biol Inorg Chem 11:1087-97. 2006
    ..Hexadentate bacillibactin is the siderophore of Bacillus subtilis and is structurally similar to the better known enterobactin of Gram-negative bacteria such as Escherichia coli...
  12. pmc Identification and characterization of a new ferric enterobactin receptor, CfrB, in Campylobacter
    Fuzhou Xu
    Department of Animal Science, University of Tennessee, Knoxville, Tennessee 37996 4574, USA
    J Bacteriol 192:4425-35. 2010
    The ferric enterobactin (FeEnt) receptor CfrA is present in the majority of Campylobacter jejuni isolates and is responsible for high-affinity iron acquisition...
  13. ncbi HPLC separation of enterobactin and linear 2,3-dihydroxybenzoylserine derivatives: a study on mutants of Escherichia coli defective in regulation (fur), esterase (fes) and transport (fepA)
    G Winkelmann
    Institut fur Biologie, Mikrobiologie and Biotechnologie, Universitat Tubingen, Germany
    Biometals 7:149-54. 1994
    Reversed-phase HPLC separation of enterobactin and its 2,3-dihydroxybenzoylserine derivatives was used for a comparative analysis of mutants of Escherichia coli, defective in the regulation of enterobactin biosynthesis (fur), enterobactin ..
  14. pmc Genetic organization of multiple fep genes encoding ferric enterobactin transport functions in Escherichia coli
    B A Ozenberger
    J Bacteriol 169:3638-46. 1987
    Three genes were shown to provide functions specific for ferric enterobactin transport in Escherichia coli: fepA encoded the outer membrane receptor, fepB produced a periplasmic protein, and the fepC product was presumably a component of ..
  15. pmc A multifunctional ATP-binding cassette transporter system from Vibrio cholerae transports vibriobactin and enterobactin
    E E Wyckoff
    Department of Molecular Genetics and Microbiology, and Institute for Cellular and Molecular Biology, University of Texas, Austin, Texas 78712 1095, USA
    J Bacteriol 181:7588-96. 1999
    ..This suggests that ViuP is a membrane lipoprotein. The ViuPDGC system transports both vibriobactin and enterobactin in Escherichia coli. In the same assay, the E...
  16. ncbi An [{Fe(mecam)}2]6- bridge in the crystal structure of a ferric enterobactin binding protein
    Axel Muller
    Department of Chemistry, University of York, York, YO10 5DD, UK
    Angew Chem Int Ed Engl 45:5132-6. 2006
  17. ncbi Mechanistic studies on trans-2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase (Ent A) in the biosynthesis of the iron chelator enterobactin
    M Sakaitani
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
    Biochemistry 29:6789-98. 1990
    ..2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase (2,3-diDHB dehydrogenase, hereafter Ent A), the product of the enterobactin biosynthetic gene entA, catalyzes the NAD(+)-dependent oxidation of the dihydroaromatic substrate 2,3-dihydro-2,..
  18. pmc Enzymatic hydrolysis of trilactone siderophores: where chiral recognition occurs in enterobactin and bacillibactin iron transport
    Rebecca J Abergel
    Department of Chemistry, University of California, Berkeley, California 94720 1460, USA
    J Am Chem Soc 131:12682-92. 2009
    Bacillibactin and enterobactin are hexadentate catecholate siderophores produced by bacteria upon iron limitation to scavenge ferric ion and seem to be the ultimate siderophores of their two respective domains: Gram-positive and Gram-..
  19. doi Structural change of the enterobactin synthetase in crowded solution and its relation to crowding-enhanced product specificity in nonribosomal enterobactin biosynthesis
    Zu Feng Guo
    Department of Chemistry, Center for Cancer Research, The Hong Kong University of Science and Technology, Kowloon, Hong Kong SAR, China
    Bioorg Med Chem Lett 20:3855-8. 2010
    ..conformational change is detected by circular dichroism and fluorimetry for the major component of the enterobactin synthetase in crowded solutions mimicking the intracellular environment...
  20. pmc Enterobactin protonation and iron release: structural characterization of the salicylate coordination shift in ferric enterobactin
    Rebecca J Abergel
    Department of Chemistry, University of California, Berkeley, California 94720 1460, USA
    J Am Chem Soc 128:8920-31. 2006
    The siderophore enterobactin (Ent) is produced by many species of enteric bacteria to mediate iron uptake...
  21. pmc Genetic analysis of the enterobactin gene cluster in Shigella flexneri
    M P Schmitt
    Department of Microbiology, University of Texas, Austin, 78712
    J Bacteriol 173:816-25. 1991
    The genes for transport and synthesis of the phenolate siderophore enterobactin are present on the chromosomes of both Ent+ and Ent- clinical isolates of Shigella flexneri. To determine why Ent- S...
  22. doi Preferential hydrolysis of aberrant intermediates by the type II thioesterase in Escherichia coli nonribosomal enterobactin synthesis: substrate specificities and mutagenic studies on the active-site residues
    Zu Feng Guo
    Department of Chemistry, Center for Cancer Research, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    Biochemistry 48:1712-22. 2009
    The type II thioesterase EntH is a hotdog fold protein required for optimal nonribosomal biosynthesis of enterobactin in Escherichia coli...
  23. pmc Nucleotide sequence of a cluster of Escherichia coli enterobactin biosynthesis genes: identification of entA and purification of its product 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase
    J Liu
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
    J Bacteriol 171:791-8. 1989
    ..coli chromosome encoding part of a cluster of genes involved in the biosynthesis of the iron chelator enterobactin has been determined...
  24. pmc Directed evolution of aryl carrier proteins in the enterobactin synthetase
    Zhe Zhou
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, MA 02115, USA
    Proc Natl Acad Sci U S A 104:11621-6. 2007
    ..specific recognition at distinct points in assembly lines, we have used the two-module Escherichia coli enterobactin synthetase as a model system...
  25. ncbi Overexpression and purification of ferric enterobactin esterase from Escherichia coli. Demonstration of enzymatic hydrolysis of enterobactin and its iron complex
    T J Brickman
    Department of Molecular Microbiology and Immunology, School of Medicine, University of Missouri Columbia 65212
    J Biol Chem 267:12350-5. 1992
    The Escherichia coli ferric enterobactin esterase gene (fes) was cloned into the vector pGEM3Z under the control of the T7 gene 10 promoter and overexpressed to approximately 15% of the total cellular protein...
  26. pmc TolC is involved in enterobactin efflux across the outer membrane of Escherichia coli
    Corinna Bleuel
    Institut fur Mikrobiologie, Martin Luther Universität Halle, Halle, Germany, Kurt Mothes Str 3, 06120 Halle, Germany
    J Bacteriol 187:6701-7. 2005
    Escherichia coli excretes the catecholate siderophore enterobactin in response to iron deprivation...
  27. ncbi The structure of salmochelins: C-glucosylated enterobactins of Salmonella enterica
    Bojan Bister
    Institut fur Organische Chemie, Universitat Tubingen, Auf der Morgenstelle 18, 72076 Tubingen, Germany
    Biometals 17:471-81. 2004
    ..ion cyclotron resonance-mass spectrometry (ESI-FTICR-MS), GC-MS and 2D-NMR now revealed that salmochelins are enterobactin-related compounds, which are beta-C-glucosylated at the 5-position of a 2,3-dihydroxybenzoyl residue...
  28. ncbi Subcloning of the enterobactin biosynthetic gene entB: expression, purification, characterization, and substrate specificity of isochorismatase
    F Rusnak
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
    Biochemistry 29:1425-35. 1990
    The Escherichia coli entB gene, coding for the enterobactin biosynthetic enzyme isochorismatase, has been subcloned into the multicopy plasmid pKK223-3 under the control of the tac promoter...
  29. pmc Involvement of enterobactin synthesis pathway in production of microcin H47
    María F Azpiroz
    Sección de Fisiología y Genética Bacterianas, Facultad de Ciencias, Montevideo 11 400, Uruguay
    Antimicrob Agents Chemother 48:1235-41. 2004
    ..and iroD homologues, respectively, and mchS4 was found to promote the production of the catecholate siderophore enterobactin. The possible relationship between enterobactin synthesis and MccH47 production was studied...
  30. ncbi Enterobactin biosynthesis in Escherichia coli: isochorismate lyase (EntB) is a bifunctional enzyme that is phosphopantetheinylated by EntD and then acylated by EntE using ATP and 2,3-dihydroxybenzoate
    A M Gehring
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, Massachusetts 02115, USA
    Biochemistry 36:8495-503. 1997
    In Escherichia coli, the siderophore molecule enterobactin is synthesized in response to iron deprivation by formation of an amide bond between 2,3-dihydroxybenzoate (2,3-DHB) and l-serine and formation of ester linkages between three ..
  31. pmc Direct measurements of the outer membrane stage of ferric enterobactin transport: postuptake binding
    Salete M Newton
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA
    J Biol Chem 285:17488-97. 2010
    ..We devised a methodology that exclusively observes OM transport and used it to study the uptake of ferric enterobactin (FeEnt) by Escherichia coli FepA...
  32. pmc IroN functions as a siderophore receptor and is a urovirulence factor in an extraintestinal pathogenic isolate of Escherichia coli
    Thomas A Russo
    Department of Medicine, University of Buffalo, New York 14214, USA
    Infect Immun 70:7156-60. 2002
    ..In this study experimental evidence demonstrating that IroN mediates utilization of the siderophore enterobactin was obtained, thereby establishing IroN as a catecholate siderophore receptor...
  33. ncbi Involvement of enterobactin in norepinephrine-mediated iron supply from transferrin to enterohaemorrhagic Escherichia coli
    Primrose P E Freestone
    Department of Microbiology and Immunology, University of Leicester, Leicester, UK
    FEMS Microbiol Lett 222:39-43. 2003
    ..Mutation of genes for enterobactin synthesis and uptake revealed an absolute requirement for enterobactin in norepinephrine-stimulated growth of ..
  34. pmc Promoter and operator determinants for fur-mediated iron regulation in the bidirectional fepA-fes control region of the Escherichia coli enterobactin gene system
    M D Hunt
    Department of Molecular Microbiology and Immunology, University of Missouri, School of Medicine, Columbia 65212
    J Bacteriol 176:3944-55. 1994
    The fepA-entD and fes-entF operons in the enterobactin synthesis and transport system are divergently transcribed from overlapping promoters, and both are inhibited by the Fur repressor protein under iron-replete conditions...
  35. ncbi The role of isochorismate hydroxymutase genes entC and menF in enterobactin and menaquinone biosynthesis in Escherichia coli
    C Dahm
    Institut fur Pharmazeutische Biologie, Rheinische Friedrich Wilhelms Universitat, Nussallee 6, D 53115 Bonn, Germany
    Biochim Biophys Acta 1425:377-86. 1998
    ..4.99.6) enzyme. These enzymes catalyze the first step in enterobactin or menaquinone biosynthesis, respectively...
  36. ncbi Environmental factors influence the production of enterobactin, salmochelin, aerobactin, and yersiniabactin in Escherichia coli strain Nissle 1917
    Marianne Valdebenito
    Institut fur Mikrobiologie, Universitat Tubingen, Auf der Morgenstelle 28, D 72076 Tubingen, Germany
    Int J Med Microbiol 296:513-20. 2006
    The probiotic Escherichia coli strain Nissle 1917 produces four siderophores: the catecholates enterobactin and salmochelin, the hydroxamate aerobactin, and the mixed-type siderophore yersiniabactin...
  37. pmc Evidence of ball-and-chain transport of ferric enterobactin through FepA
    Li Ma
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA
    J Biol Chem 282:397-406. 2007
    ..The reactivity of the Cys residues changed, sometimes dramatically, during the transport of ferric enterobactin, the natural ligand of FepA...
  38. ncbi Utilization of enterobactin and other exogenous iron sources by Haemophilus influenzae, H. parainfluenzae and H. paraphrophilus
    P Williams
    Department of Pharmaceutical Sciences, University of Nottingham, UK
    J Gen Microbiol 136:2343-50. 1990
    ..However, the phenolate siderophore enterobactin supplied iron to both H. parainfluenzae and H...
  39. pmc Ferric enterobactin binding and utilization by Neisseria gonorrhoeae
    S D Carson
    Department of Microbiology and Immunology, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA
    J Bacteriol 181:2895-901. 1999
    ..We now report that FetA functions as an enterobactin receptor. N...
  40. pmc In vitro characterization of IroB, a pathogen-associated C-glycosyltransferase
    Michael A Fischbach
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Proc Natl Acad Sci U S A 102:571-6. 2005
    Pathogenic strains of Escherichia coli and Salmonella enterica modify the tricatecholic siderophore enterobactin (Ent) by glucosylation of three aryl carbon atoms, a process controlled by the iroA locus [Hantke, K., Nicholson, G...
  41. pmc Binding of ferric enterobactin by the Escherichia coli periplasmic protein FepB
    C Sprencel
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA
    J Bacteriol 182:5359-64. 2000
    The periplasmic protein FepB of Escherichia coli is a component of the ferric enterobactin transport system...
  42. ncbi A gene of the major facilitator superfamily encodes a transporter for enterobactin (Enb1p) in Saccharomyces cerevisiae
    P Heymann
    Department of Microbiology and Biotechnology, University of Tubingen, Germany
    Biometals 13:65-72. 2000
    While in fungi iron transport via hydroxamate siderophores has been amply proven, iron transport via enterobactin is largely unknown...
  43. ncbi How pathogenic bacteria evade mammalian sabotage in the battle for iron
    Michael A Fischbach
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, Massachusetts 02115, USA
    Nat Chem Biol 2:132-8. 2006
    ..b>Enterobactin, a siderophore produced by enteric bacteria, is surprisingly ineffective as an iron-scavenging agent for ..
  44. ncbi The Escherichia coli enterobactin biosynthesis gene, entD: nucleotide sequence and membrane localization of its protein product
    S K Armstrong
    Department of Microbiology, School of Medicine, University of Missouri Columbia 65212
    Mol Microbiol 3:757-66. 1989
    The nucleotide sequence of the Escherichia coli enterobactin biosynthesis gene entD has been determined...
  45. ncbi Enzymatic tailoring of enterobactin alters membrane partitioning and iron acquisition
    Minkui Luo
    ACS Chem Biol 1:29-32. 2006
    b>Enterobactin (Ent), a prototypic bacterial siderophore, is modified by both the C-glucosyltransferase IroB and the macrolactone hydrolase IroE in pathogenic bacteria that contain the iroA cluster...
  46. pmc Cloning and characterization of the ferric enterobactin receptor gene (pfeA) of Pseudomonas aeruginosa
    C R Dean
    Department of Microbiology and Immunology, Queen s University, Kingston, Ontario, Canada
    J Bacteriol 175:317-24. 1993
    Pseudomonas aeruginosa K407, a mutant lacking a high-affinity 80,000-molecular-weight ferric enterobactin receptor protein (80K protein), exhibited poor growth (small colonies) on iron-deficient succinate minimal medium containing ..
  47. pmc Anaerobic biosynthesis of enterobactin Escherichia coli: regulation of entC gene expression and evidence against its involvement in menaquinone (vitamin K2) biosynthesis
    O Kwon
    Department of Biological Sciences, Northern Illinois University, De Kalb, 60115, USA
    J Bacteriol 178:3252-9. 1996
    In Escherichia coli, isochorismate is a common precursor for the biosynthesis of the siderophore enterobactin and menaquinone (vitamin K2)...
  48. doi Biosynthesis and IroC-dependent export of the siderophore salmochelin are essential for virulence of Salmonella enterica serovar Typhimurium
    Marie Laure V Crouch
    Department of Laboratory Medicine, University of Washington, Seattle, WA 98195, USA
    Mol Microbiol 67:971-83. 2008
    ..to iron deprivation, Salmonella enterica serovar Typhimurium secretes two catecholate-type siderophores, enterobactin and its glucosylated derivative salmochelin...
  49. pmc Molecular characterization of the Escherichia coli enterobactin cistron entF and coupled expression of entF and the fes gene
    G S Pettis
    J Bacteriol 169:4154-62. 1987
    The Escherichia coli entF gene, which encodes the serine-activating enzyme involved in enterobactin synthesis, has been localized to a 4.7-kilobase-pair DNA fragment inserted in the vector pBR328...
  50. ncbi Export of the siderophore enterobactin in Escherichia coli: involvement of a 43 kDa membrane exporter
    Jason L Furrer
    Department of Molecular Microbiology and Immunology, University of Missouri Columbia, Columbia, MO, USA
    Mol Microbiol 44:1225-34. 2002
    The enterobactin system for iron transport in Escherichia coli is well characterized with the exception of the mechanism of enterobactin secretion to the extracellular environment...
  51. pmc The hotdog thioesterase EntH (YbdB) plays a role in vivo in optimal enterobactin biosynthesis by interacting with the ArCP domain of EntB
    Damien Leduc
    LISM, CNRS, 31 Chemin Joseph Aiguier, 13402 Marseille, France
    J Bacteriol 189:7112-26. 2007
    In response to iron limitation, the siderophore enterobactin is synthesized and secreted by Escherichia coli. Its biosynthesis is performed by a series of enzymes encoded by the Ent gene cluster...
  52. ncbi Occurrence of the Yersinia high-pathogenicity island and iron uptake systems in clinical isolates of Klebsiella pneumoniae
    Ryszard Koczura
    Department of Microbiology, Institute of Experimental Biology, Adam Mickiewicz University, ul Fredry 10, Poznan 61 701, Poland
    Microb Pathog 35:197-202. 2003
    ..The isolates employed several iron uptake mechanisms, including production of enterobactin (100%) and aerobactin (50%)...
  53. pmc Interleukin-8 secretion in response to aferric enterobactin is potentiated by siderocalin
    Aaron L Nelson
    Department of Microbiology, University of Pennsylvania, Philadelphia, PA 19104 6076, USA
    Infect Immun 75:3160-8. 2007
    ..We hypothesized that the catecholate siderophore enterobactin, produced by Enterobacteriaceae, serves as a proinflammatory signal for respiratory epithelial cells...
  54. ncbi Transcriptional mapping and nucleotide sequence of the Escherichia coli fepA-fes enterobactin region. Identification of a unique iron-regulated bidirectional promoter
    G S Pettis
    Department of Microbiology, School of Medicine, University of Missouri Columbia 65212
    J Biol Chem 263:18857-63. 1988
    The iron-controlled fepA and fes-entF transcripts from the Escherichia coli enterobactin gene complex are expressed divergently from a limited genetic region, thereby suggesting the existence of a single, possibly overlapping promoter ..
  55. ncbi Subcloning, expression, and purification of the enterobactin biosynthetic enzyme 2,3-dihydroxybenzoate-AMP ligase: demonstration of enzyme-bound (2,3-dihydroxybenzoyl)adenylate product
    F Rusnak
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
    Biochemistry 28:6827-35. 1989
    ..ligase), responsible for activating 2,3-dihydroxybenzoic acid in the biosynthesis of the siderophore enterobactin, has been subcloned into the multicopy plasmid pKK223-3 and overproduced in a strain of Escherichia coli...
  56. pmc The siderocalin/enterobactin interaction: a link between mammalian immunity and bacterial iron transport
    Rebecca J Abergel
    Department of Chemistry, University of California, Berkeley, California 94720 1460, USA
    J Am Chem Soc 130:11524-34. 2008
    The siderophore enterobactin (Ent) is produced by enteric bacteria to mediate iron uptake. Ent scavenges iron and is taken up by the bacteria as the highly stable ferric complex [Fe (III)(Ent)] (3-)...
  57. pmc Identification of the Vibrio cholerae enterobactin receptors VctA and IrgA: IrgA is not required for virulence
    Alexandra R Mey
    Institute for Cellular and Molecular Biology, The University of Texas, Austin, Texas 78712 1095, USA
    Infect Immun 70:3419-26. 2002
    ..One siderophore that V. cholerae transports, but does not make, is enterobactin. Enterobactin transport requires TonB and is independent of the vibriobactin receptor ViuA...
  58. pmc Characterization of the Aspergillus nidulans transporters for the siderophores enterobactin and triacetylfusarinine C
    Hubertus Haas
    Department of Molecular Biology, University of Innsbruck, Austria
    Biochem J 371:505-13. 2003
    ..high affinity iron transport systems, showed that MIRA transports specifically the heterologous siderophore enterobactin and that MIRB transports exclusively the native siderophore triacetylfusarinine C...
  59. pmc The pathogen-associated iroA gene cluster mediates bacterial evasion of lipocalin 2
    Michael A Fischbach
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA 02115, USA
    Proc Natl Acad Sci U S A 103:16502-7. 2006
    ..Secreted lipocalin 2 (Lcn2) sequesters the Escherichia coli siderophore enterobactin (Ent), preventing E. coli from acquiring iron and protecting mammals from infection by E. coli...
  60. pmc The salmochelin siderophore receptor IroN contributes to invasion of urothelial cells by extraintestinal pathogenic Escherichia coli in vitro
    Friederike Feldmann
    Max von Pettenkofer Institut fur Hygiene und Medizinische Mikrobiologie, Ludwig Maximilians Universitat Munchen, Marchioninistrasse 17, 81377 Munich, Germany
    Infect Immun 75:3183-7. 2007
    ..Thus, IroN may play a dual role in the establishment of urinary tract infections, displaying an iron uptake receptor as well as an internalization factor...
  61. pmc Microbial evasion of the immune system: structural modifications of enterobactin impair siderocalin recognition
    Rebecca J Abergel
    Department of Chemistry, University of California, Berkeley, California 94720 1460, USA
    J Am Chem Soc 128:10998-9. 2006
    The mammalian protein siderocalin binds and inactivates the ferric complex of the bacterial siderophore enterobactin with a Kd value similar to that of the bacterial receptor FepA...
  62. doi Suppression of linear side products by macromolecular crowding in nonribosomal enterobactin biosynthesis
    Zu Feng Guo
    Department of Chemistry, Center for Cancer Research, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    Org Lett 10:649-52. 2008
    Nonribosomal enterobactin synthetase of Escherichia coli was found to prematurely release a large amount of linear precursors in an in vitro reconstitution...
  63. ncbi Dihydroxybenzoylserine--a siderophore for E. coli
    K Hantke
    Mikrobiologie II, Univ Tübingen, F R G
    FEMS Microbiol Lett 55:5-8. 1990
    ..Transport of Fe3(+)-dihydroxybenzoylserine across the cytoplasmic membrane was only dependent on genes from the fep region. In addition, it was shown that dihydroxybenzoate was taken up via Fiu and Cir and less efficiently by FepA...
  64. ncbi Biosynthesis of the Escherichia coli siderophore enterobactin: sequence of the entF gene, expression and purification of EntF, and analysis of covalent phosphopantetheine
    F Rusnak
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
    Biochemistry 30:2916-27. 1991
    The sequence of the entF gene which codes for the serine activating enzyme in enterobactin biosynthesis is reported...
  65. pmc The growth response of Escherichia coli to neurotransmitters and related catecholamine drugs requires a functional enterobactin biosynthesis and uptake system
    Claire L Burton
    Institute of Infections and Immunity Institute of Cell Signalling, Queens Medical Centre, University of Nottingham, Nottingham NG7 2UH, United Kingdom
    Infect Immun 70:5913-23. 2002
    ..coli growth by NE in SAPI+serum may involve the catecholate siderophore, enterobactin, a cyclic triester of 2,3-dihydroxybenzoylserine. Consistent with this hypothesis, E...
  66. pmc Nucleotide sequence and transcriptional organization of the Escherichia coli enterobactin biosynthesis cistrons entB and entA
    M S Nahlik
    Department of Microbiology, School of Medicine, University of Missouri Columbia 65212
    J Bacteriol 171:784-90. 1989
    The nucleotide sequence of a 2,137-base-pair DNA fragment expressing enterobactin biosynthesis functions defined the molecular boundaries and translational products of the entB and entA genes and identified a closely linked downstream ..
  67. pmc FepA- and TonB-dependent bacteriophage H8: receptor binding and genomic sequence
    Wolfgang Rabsch
    Department of Chemistry and Biochemistry, University of Oklahoma, 620 Parrington Oval, Norman, OK 73019, USA
    J Bacteriol 189:5658-74. 2007
    ..Ferric enterobactin inhibited H8 binding to E...
  68. ncbi Enterohaemorrhagic Escherichia coli O157 and non-O157 serovars differ in their mechanisms for iron supply
    Andreas U Kresse
    Robert Koch Institute, Wernigerode Branch, Burgstrasse 37, D 38855 Wernigerode, Germany
    Int J Med Microbiol 297:9-15. 2007
    ..As expected, all the strains produced enterobactin, but the prevalence of other factors varied among the serovars tested...
  69. ncbi The Yersinia high-pathogenicity island and iron-uptake systems in clinical isolates of Escherichia coli
    Ryszard Koczura
    Department of Microbiology, Institute of Experimental Biology, Adam Mickiewicz University, 61 701 Poznan, Poland
    J Med Microbiol 52:637-42. 2003
    ..The isolates employed several iron-uptake mechanisms, including production of enterobactin (86 %) and aerobactin (71 %)...
  70. pmc Insight into siderophore-carrying peptide biosynthesis: enterobactin is a precursor for microcin E492 posttranslational modification
    Gaëlle Vassiliadis
    Chimie et Biochimie des Substances Naturelles, CNRS Muséum National d Histoire Naturelle, UMR 5154, CP 54, 57 rue Cuvier, 75005, Paris, France
    Antimicrob Agents Chemother 51:3546-53. 2007
    ..linear trimer of N-(2,3-dihydroxybenzoyl)-l-serine, a catecholate siderophore related to salmochelins and enterobactin. We show here that repression of enterobactin biosynthesis inhibits the acquisition of microcin E492 ..
  71. ncbi Studies on siderophore production of different diarrhoeagenic Escherichia coli
    Sujata Bhattacharya
    Department of Microbiology, RG Kar Medical College, Kolkata 700004
    J Indian Med Assoc 105:110, 112, 114-8. 2007
    ..None of the enterotoxigenic E coli and non-pathogenic strains produced aerobactin...
  72. ncbi Identification and mutational studies of conserved amino acids in the outer membrane receptor protein, FepA, which affect transport but not binding of ferric-enterobactin in Escherichia coli
    Ranjan Chakraborty
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA
    Biometals 16:507-18. 2003
    ..normal transport as well, however, the majority showed moderate to severe defective transport with ferric enterobactin. The results therefore show the validity of the hypothesis that the simultaneous sequence alignment will select ..
  73. ncbi Bacillibactin-mediated iron transport in Bacillus subtilis
    Emily A Dertz
    Department of Chemistry, University of California, Berkeley, CA 94720 1460, USA
    J Am Chem Soc 128:22-3. 2006
    ..The hexadentate triscatecholamide bacillibactin delivers iron to Bacillus subtilis and is structurally similar to enterobactin, although in a more oblate conformation. B...
  74. ncbi Bromoenterobactins as potent inhibitors of a pathogen-associated, siderophore-modifying C-glycosyltransferase
    Hening Lin
    Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115, USA
    J Am Chem Soc 128:9324-5. 2006
    IroB is a C-glycosyltransferase encoded in the iroA cluster. C-Glucosylation of the bacterial siderophore enterobactin by IroB is a strategy some pathogenic bacteria use to evade the host's innate immunity mediated by lipocalin 2 (Lcn2)...
  75. pmc Reactivation of the vanchrobactin siderophore system of Vibrio anguillarum by removal of a chromosomal insertion sequence originated in plasmid pJM1 encoding the anguibactin siderophore system
    Hiroaki Naka
    Department of Molecular Microbiology and Immunology, Oregon Health and Science University, Portland, OR 97239, USA
    Environ Microbiol 10:265-77. 2008
    ..Our results underscore the importance of the anguibactin system in the survival of V. anguillarum 775 under conditions of iron limitation...
  76. pmc Cooperative uptake of microcin E492 by receptors FepA, Fiu, and Cir and inhibition by the siderophore enterochelin and its dimeric and trimeric hydrolysis products
    Erwin Strahsburger
    Departamento de Biologia, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile
    Antimicrob Agents Chemother 49:3083-6. 2005
    ..No TonB-mediated interaction with the ferric catecholate receptors is needed for microcin to exert action at the cytoplasmic membrane. Microcin E492 uptake by the receptors is inhibited by the dimer and trimer of dihydroxybenzoylserine...
  77. ncbi The detection of salmochelin and yersiniabactin in uropathogenic Escherichia coli strains by a novel hydrolysis-fluorescence-detection (HFD) method
    Marianne Valdebenito
    Institut fur Mikrobiologie, Universitat Tubingen, Germany
    Int J Med Microbiol 295:99-107. 2005
    Escherichia coli strains produce a variety of structurally different siderophores of which enterobactin, aerobactin and yersiniabactin have been reported earlier to occur in strains of extraintestinal infections. In uropathogenic E...
  78. ncbi The Pseudomonas aeruginosa pirA gene encodes a second receptor for ferrienterobactin and synthetic catecholate analogues
    Bart Ghysels
    Department of Molecular and Cellular Interactions, Laboratory of Microbial Interactions, Flanders Interuniversity Institute of Biotechnology VIB6, Vrije Universiteit Brussel, Brussels, Belgium
    FEMS Microbiol Lett 246:167-74. 2005
    ..aeruginosa PAO1 genome. However, except for a few (pyoverdine, pyochelin, enterobactin), the vast majority of P. aeruginosa siderophore receptor genes still remain to be characterized...
  79. pmc Identification and characterization of a novel ABC iron transport system, fit, in Escherichia coli
    Zhiming Ouyang
    Department of Veterinary and Biomedical Sciences, University of Minnesota, 1971 Commonwealth Avenue, St Paul, MN 55108, USA
    Infect Immun 74:6949-56. 2006
    ..Mutations in fit did not affect bacterial growth in iron-restricted media. Using a growth promotion test, it was found that fit was not able to transport enterobactin, ferrichrome, transferrin, and lactoferrin in E. coli.
  80. ncbi Production by Escherichia coli isolates of siderophore and other virulence factors and their pathogenic role in a cutaneous infection model
    M Demir
    Pamukkale University, Medical School, Department of Microbiology, Denizli, Turkey
    Clin Microbiol Infect 10:1011-4. 2004
    ..samples (n = 51) were examined for the presence of virulence factors, including siderophores (aerobactin and enterobactin). The proportion of aerobactin producers was significantly higher in UTI (69.4%; p 0...
  81. pmc Genome-wide screen for genes with effects on distinct iron uptake activities in Saccharomyces cerevisiae
    Emmanuel Lesuisse
    Laboratoire d Ingéniérie des Protéines et Contrôle Métabolique, Département de Biologie des Génomes, Institut Jacques Monod, Unité Mixte de Recherche 7592 CNRS Universités Paris 6 and 7, France
    Genetics 169:107-22. 2005
    ..In the first analysis, siderophores grouped together with the exception of enterobactin, which grouped with iron salts, suggesting a reductive pathway of iron uptake for this siderophore...
  82. pmc Linkage between catecholate siderophores and the multicopper oxidase CueO in Escherichia coli
    Gregor Grass
    Department of Soil, Water, and Environmental Science, University of Arizona, Shantz Bldg 38, Rm 424, Tucson, AZ 85721, USA
    J Bacteriol 186:5826-33. 2004
    ..In this report we provide evidence that CueO protects E. coli cells by oxidizing enterobactin, the catechol iron siderophore of E. coli, in the presence of copper...
  83. pmc Analysis of the genome structure of the nonpathogenic probiotic Escherichia coli strain Nissle 1917
    Lubomir Grozdanov
    Institut für Molekulare Infektionsbiologie, Universitat Wurzburg, Wuerzburg, Germany
    J Bacteriol 186:5432-41. 2004
    ..coli strain Nissle 1917...
  84. ncbi Mutations in the Escherichia coli receptor FepA reveal residues involved in ligand binding and transport
    T J Barnard
    Department of Molecular Microbiology and Immunology, University of Missouri School of Medicine, Columbia, Missouri 65212, USA
    Mol Microbiol 41:527-36. 2001
    FepA is the Escherichia coli outer membrane receptor for ferric enterobactin, colicin D and colicin B. The transport processes through FepA are energy-dependent, relying on the periplasmic protein TonB to interact with FepA...
  85. pmc Isolation and characterization of Bacillus subtilis genes involved in siderophore biosynthesis: relationship between B. subtilis sfpo and Escherichia coli entD genes
    T H Grossman
    Department of Microbial Genetics and Biochemistry, Lederle Laboratories, American Cyanamid Company, Pearl River, New York 10965
    J Bacteriol 175:6203-11. 1993
    ..2,3-dihydroxybenzoyl glycine, which is similar to the precursor of the Escherichia coli siderophore enterobactin. We isolated two sets of B. subtilis DNA sequences that complemented the mutations of several E...
  86. ncbi Nucleotide sequence of the gene for the ferrienterochelin receptor FepA in Escherichia coli. Homology among outer membrane receptors that interact with TonB
    M D Lundrigan
    J Biol Chem 261:10797-801. 1986
    ..The function of these three regions remains speculative...
  87. ncbi Disruption of tonB in Bordetella bronchiseptica and Bordetella pertussis prevents utilization of ferric siderophores, haemin and haemoglobin as iron sources
    M L Nicholson
    Centers for Disease Control and Prevention, Respiratory Diseases Branch, Atlanta, GA 30333, USA
    Microbiology 145:2453-61. 1999
    ..bronchiseptica resulted in inability to grow in iron-limiting media, and inability to utilize alcaligin, enterobactin, ferrichrome, desferroxamine B, haemin and haemoglobin...
  88. pmc Nucleotide sequence and regulation of the Escherichia coli gene for ferrienterobactin transport protein FepB
    M F Elkins
    Department of Microbiology, University of Texas, Austin 78712 1095
    J Bacteriol 171:5443-51. 1989
    ..Processing of proFepB remains unclear, but the appearance of the three smaller members of the FepB family required the action of leader peptidase and the presence of the entire fepB gene...
  89. ncbi Protonmotive force, ExbB and ligand-bound FepA drive conformational changes in TonB
    R A Larsen
    Department of Microbiology, Washington State University, Pullman 99164 4233, USA
    Mol Microbiol 31:1809-24. 1999
    ....
  90. ncbi A factor produced by Escherichia coli K-12 inhibits the growth of E. coli mutants defective in the cytochrome bd quinol oxidase complex: enterochelin rediscovered
    G M Cook
    Krebs Institute for Biomolecular Research, Department of Molecular Biology and Biotechnology, The University of Sheffield, UK
    Microbiology 144:3297-308. 1998
    ..Cyd- mutants overproduce siderophores, presumably reflecting intracellular iron deprivation...
  91. pmc Genetic organization of the yersiniabactin biosynthetic region and construction of avirulent mutants in Yersinia pestis
    S W Bearden
    Department of Microbiology and Immunology, University of Kentucky, Lexington 40536 0084, USA
    Infect Immun 65:1659-68. 1997
    ..Finally, Y. pestis strains with mutations in either the psn or irp2 gene were avirulent in mice when inoculated subcutaneously...
  92. ncbi Escherichia coli periplasmic protein FepB binds ferrienterobactin
    D L Stephens
    Department of Microbiology, University of Texas at Austin 78712 1095, USA
    Microbiology 141:1647-54. 1995
    ..FepB is a periplasmic protein required for uptake of iron complexed to its endogenously-synthesized siderophore enterobactin (Ent)...
  93. ncbi An iron-regulated outer-membrane protein specific to Bordetella bronchiseptica and homologous to ferric siderophore receptors
    B Beall
    Childhood and Respiratory Diseases Branch, National Center for Infectious Disease, Centers for Disease Control and Prevention, Atlanta, GA 30333, USA
    Microbiology 143:135-45. 1997
    ..homologous to Cir of Escherichia coli, IrgA of Vibrio cholerae and to three previously characterized ferric enterobactin receptors. DNA hybridization results indicated that bfrA was not present in other Bordetella species...
  94. ncbi Physical and genetic characterization of cloned enterobactin genomic sequences from Escherichia coli K-12
    T P Fleming
    Gene 34:47-54. 1985
    We have cloned genes responsible for enterobactin synthesis (entD) and transport (fepA,fes) from Escherichia coli K-12. Relevant recombinant plasmids enabled EntD- and transport-defective mutants to grow on iron-limiting medium...
  95. ncbi Role of enterobactin and intracellular iron in cell lethality during near-UV irradiation in Escherichia coli
    J Hoerter
    Department of Biological Sciences, Ferris State University, Big Rapids, MI 49307 2225, USA
    Photochem Photobiol 64:537-41. 1996
    In Escherichia coli, fur mutants that constitutively express their native iron chelating agent, enterobactin, are significantly more sensitive to near-UV radiation (NUV) than wild type, An entA mutant, which is incapable of synthesizing ..
  96. ncbi A Bordetella pertussis fepA homologue required for utilization of exogenous ferric enterobactin
    B Beall
    Childhood and Respiratory Diseases Branch, National Center for Infectious Disease, Centers for Disease Control and Prevention, Atlanta, GA 30333, USA
    Microbiology 141:3193-205. 1995
    The bfeA (Bordetella ferric enterobactin) receptor gene was cloned from a Bordetella pertussis chromosomal library by using a screen in Escherichia coli to detect iron-repressed genes encoding exported proteins translationally fused to ..
  97. ncbi Enterochelin acquisition in Campylobacter coli: characterization of components of a binding-protein-dependent transport system
    P T Richardson
    Institute of Food Research, Reading Laboratory, UK
    Microbiology 141:3181-91. 1995
    ..This is the first molecular characterization of a PBT system in Campylobacter species...
  98. ncbi Aromatic components of two ferric enterobactin binding sites in Escherichia coli FepA
    Z Cao
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA
    Mol Microbiol 37:1306-17. 2000
    Ferric enterobactin is a catecholate siderophore that binds with high affinity (Kd approximately 10-10 M) to the Escherichia coli outer membrane protein FepA...
  99. ncbi Exchangeability of N termini in the ligand-gated porins of Escherichia coli
    D C Scott
    Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA
    J Biol Chem 276:13025-33. 2001
    ..deleted the N termini of two such siderophore receptors, FepA and FhuA, which recognize and transport ferric enterobactin and ferrichrome, respectively...
  100. ncbi Fe(III) coordination properties of two new saccharide-based enterobactin analogues: methyl 2,3,4-tris-O-[N-[2,3-di(hydroxy)benzoyl-glycyl]-aminopropyl]-alpha-D-glucopyranoside and methyl 2,3,4-tris-O-[N-[2,3-di-(hydroxy)-benzoyl]-aminopropyl]-alpha-D-gluc
    S Dhungana
    Department of Chemistry, Duke University, Box 90346 Durham, North Carolina 27708-0346, USA
    Inorg Chem 40:7079-86. 2001
    The synthesis of two saccharide-based enterobactin analogues, methyl 2,3,4-tris-O[-N[2,3-di(hydroxy)benzoyl-glycyl]-aminopropyl]-alpha-D-glucopyranoside (H(6)L(A)) and methyl 2,3,4-tris-O-[N-[2,3-di(hydroxy)benzoyl]-aminopropyl]-alpha-D-..
  101. ncbi Quantification of known components of the Escherichia coli TonB energy transduction system: TonB, ExbB, ExbD and FepA
    Penelope I Higgs
    School of Molecular Biosciences, Washington State University, Pullman, WA 99164 4234, USA
    Mol Microbiol 44:271-81. 2002
    ..Differences in the method of iron limitation also resulted in significant differences in cell size, skewing the per cell copy numbers for all proteins...

Research Grants68

  1. IRON ACQUISITION IN BORDETELLA PERTUSSIS
    SANDRA KAY ARMSTRONG; Fiscal Year: 2010
    ..pertussis and B. bronchiseptica produce and utilize the siderophore alcaligin, and can also use the enterobactin siderophore and host heme compounds...
  2. Role of the Mammalian Siderophore in Cellular Iron Metabolism and Erythropoiesis
    Laxminarayana R Devireddy; Fiscal Year: 2010
    ..Instead a small molecule, a siderophore, such as enterobactin an E.coli gene product, mediates iron- binding...
  3. Role of the Mammalian Siderophore in Cellular Iron Metabolism and Erythropoiesis
    LAXMINARAYANA DEVIREDDY; Fiscal Year: 2009
    ..Instead a small molecule, a siderophore, such as enterobactin an E.coli gene product, mediates iron- binding...
  4. ENTEROBACTIN DERIVATIVES: BUILDING A BETTER FERRIC TRAP
    Carlos Gutierrez; Fiscal Year: 1991
    ..The siderophore enterobactin, produced by E. coli, exhibits the largest binding constant fo ferric ion of any natural substance...
  5. STRUCTURES OF SIDEROPHORE MEMBRANE TRANSPORT PROTEINS
    Dick van der Helm; Fiscal Year: 2000
    ..For instance, under iron deficient conditions, E. coli has an uptake system for ferric enterobactin, the siderophore E...
  6. STRUCTURES OF SIDEROPHORE MEMBRANE TRANSPORT PROTEINS
    Dick van der Helm; Fiscal Year: 1999
    ..For instance, under iron deficient conditions, E. coli has an uptake system for ferric enterobactin, the siderophore E...
  7. Iron acquistion in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2003
    ..compounds as well as certain non-native siderophores, including the potent and ubiquitous catechol siderophore enterobactin. Genes encoding these three iron-scavenging systems have distinct positive transcriptional regulators that ..
  8. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2005
    ..utilization of host heme compounds as well as certain non-native siderophores, including the potent siderophore enterobactin. These three iron-retrieval systems have distinct positive transcriptional regulators that respond to the ..
  9. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2004
    ..utilization of host heme compounds as well as certain non-native siderophores, including the potent siderophore enterobactin. These three iron-retrieval systems have distinct positive transcriptional regulators that respond to the ..
  10. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2006
    ..utilization of host heme compounds as well as certain non-native siderophores, including the potent siderophore enterobactin. These three iron-retrieval systems have distinct positive transcriptional regulators that respond to the ..
  11. Iron acqisition in Bordetella pertussis
    SANDRA ARMSTRONG; Fiscal Year: 2007
    ..utilization of host heme compounds as well as certain non-native siderophores, including the potent siderophore enterobactin. These three iron-retrieval systems have distinct positive transcriptional regulators that respond to the ..
  12. RECEPTOR MEDIATED UPTAKE OF IRON COMPLEXES IN BACTERIA
    MARK MCINTOSH; Fiscal Year: 1999
    ..This study focuses on the E. coli enterobactin transport system as a prototype for investigating the molecular details of TonB-receptor- dependent iron uptake...
  13. IRON METABOLISM OF MICROORGANISMS
    JOHN NEILANDS; Fiscal Year: 1980
    ..The specific transport systems to be studied in detail will be those involving the siderophores ferric enterobactin and ferrichrome...
  14. MOLECULAR ANALYSIS OF FERRIC ENTEROBACTIN TRANSPORT
    MARK MCINTOSH; Fiscal Year: 1990
    ..of three specific Escherichia coli proteins involved in the biosynthesis (EntD) of the catechol siderophore enterobactin (enterochelin) and the siderophore-mediated uptake (FepA, Fes) of the nutritionally important trace element, ..
  15. MOLECULAR ANALYSIS OF FERRIC ENTEROBACTIN TRANSPORT
    MARK MCINTOSH; Fiscal Year: 1993
    ..of three specific Escherichia coli proteins involved in the biosynthesis (EntD) of the catechol siderophore enterobactin (enterochelin) and the siderophore-mediated uptake (FepA, Fes) of the nutritionally important trace element, ..
  16. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2007
    ..cluster in electron transfer flavoprotein ubiquinone oxidoreductase (ETF-QO) and the non-heme iron in iron enterobactin (FeEnt) bound to iron protein A (FepA)...
  17. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2006
    ..cluster in electron transfer flavoprotein ubiquinone oxidoreductase (ETF-QO) and the non-heme iron in iron enterobactin (FeEnt) bound to iron protein A (FepA)...
  18. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2005
    ..cluster in electron transfer flavoprotein ubiquinone oxidoreductase (ETF-QO) and the non-heme iron in iron enterobactin (FeEnt) bound to iron protein A (FepA)...
  19. AvanceIII 700MHz NMR spectrometer with cryogenic probe
    James J Chou; Fiscal Year: 2010
    ..6) The Walsh lab has a long-term interest in the mechanism of the enterobactin non-ribosomal peptide synthetase, a mega enzyme consisting of multiple functional domains...
  20. DEVELOPMENT OF BIOMEDICAL ESR INSTRUMENTATION
    James Hyde; Fiscal Year: 2002
    ..label in super-cooled sec-butylbenzene, hemoglobin labeled at beta93 in glycerol-water mixtures, and the ferric enterobactin receptor, Fep-A. The SR method is validated and compared with more conventional methodology...
  21. DEVELOPMENT OF BIOMEDICAL ESR INSTRUMENTATION
    James Hyde; Fiscal Year: 2000
    ..label in super-cooled sec-butylbenzene, hemoglobin labeled at beta93 in glycerol-water mixtures, and the ferric enterobactin receptor, Fep-A. The SR method is validated and compared with more conventional methodology...
  22. DEVELOPMENT OF BIOMEDICAL ESR INSTRUMENTATION
    James Hyde; Fiscal Year: 2003
    ..label in super-cooled sec-butylbenzene, hemoglobin labeled at beta93 in glycerol-water mixtures, and the ferric enterobactin receptor, Fep-A. The SR method is validated and compared with more conventional methodology...
  23. DEVELOPMENT OF BIOMEDICAL ESR INSTRUMENTATION
    James Hyde; Fiscal Year: 2001
    ..label in super-cooled sec-butylbenzene, hemoglobin labeled at beta93 in glycerol-water mixtures, and the ferric enterobactin receptor, Fep-A. The SR method is validated and compared with more conventional methodology...
  24. Acinetobactin and C-Glucosylated Enterobactin Siderophores
    Christopher Walsh; Fiscal Year: 2007
    ..applicant): The first focus is on enterobacterial strains that turn on biosynthetic genes for the siderophore enterobactin in microenvironments where iron is limiting, including vertebrate hosts...
  25. Acinetobactin and C-Glucosylated Enterobactin Siderophores
    Christopher Walsh; Fiscal Year: 2009
    The first focus is on enterobacterial strains that turn on biosynthetic genes for the siderophore enterobactin in microenvironments where iron is limiting, including vertebrate hosts...
  26. Acinetobactin and C-Glucosylated Enterobactin Siderophores
    Christopher T Walsh; Fiscal Year: 2010
    The first focus is on enterobacterial strains that turn on biosynthetic genes for the siderophore enterobactin in microenvironments where iron is limiting, including vertebrate hosts...
  27. BIOLOGICAL EVALUATION OF NEW ACTINIDE-CHELATING AGENTS
    Patricia Durbin; Fiscal Year: 1990
    ..iron-sequestering agents elaborated by microorganisms contain weakly acidic functional groups--catechol in enterobactin and hydroxamate in the ferrioxamines...
  28. SYNTHETIC STUDIES ON COMPLEX NATURAL PRODUCTS
    Yoshito Kishi; Fiscal Year: 1999
    ..Ni(II)/Cr(II)-Mediated Coupling Reaction: Asymmetric Process, 6. Tripodal Ligand Chemistry: Enterobactin analogs and others, and 7. Total Synthesis of Batrachotoxin and Aranotin...
  29. ENZYMATIC REACTION MECHANISMS
    Christopher Walsh; Fiscal Year: 2001
    ..coli iron chelator enterobactin. In particular the EntF enzyme has four domains (condensation, adenylation, peptidyl carrier protein and ..
  30. ENZYMATIC REACTION MECHANISMS
    Christopher Walsh; Fiscal Year: 2000
    ..coli iron chelator enterobactin. In particular the EntF enzyme has four domains (condensation, adenylation, peptidyl carrier protein and ..
  31. ENZYMATIC REACTION MECHANISMS
    Christopher Walsh; Fiscal Year: 2003
    ..coli iron chelator enterobactin. In particular the EntF enzyme has four domains (condensation, adenylation, peptidyl carrier protein and ..
  32. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2004
    ..of the iron transport protein, iron protein A, did not define the binding site of the iron siderophore, iron enterobactin. We propose to use our pulse techniques to determine the location of the iron binding site...
  33. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2001
    ..of the iron transport protein, iron protein A, did not define the binding site of the iron siderophore, iron enterobactin. We propose to use our pulse techniques to determine the location of the iron binding site...
  34. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2002
    ..of the iron transport protein, iron protein A, did not define the binding site of the iron siderophore, iron enterobactin. We propose to use our pulse techniques to determine the location of the iron binding site...
  35. INTERACTION OF SPIN LABELS WITH TRANSITION METALS
    GARETH EATON; Fiscal Year: 2003
    ..of the iron transport protein, iron protein A, did not define the binding site of the iron siderophore, iron enterobactin. We propose to use our pulse techniques to determine the location of the iron binding site...
  36. ENZYMATIC REACTION MECHANISMS
    Christopher Walsh; Fiscal Year: 2002
    ..coli iron chelator enterobactin. In particular the EntF enzyme has four domains (condensation, adenylation, peptidyl carrier protein and ..
  37. Microbial siderophore-specific innate immune responses
    Roland Strong; Fiscal Year: 2007
    ..high-affinity ligands for this protein: bacterial phenolate-type ferric siderophores, such as enterochelin (aka enterobactin; KD = 0.4 nanomolar) and the mixed-type carboxymycobactin ferric siderophores...
  38. Microbial siderophore-specific innate immune responses
    Roland Strong; Fiscal Year: 2005
    ..high-affinity ligands for this protein: bacterial phenolate-type ferric siderophores, such as enterochelin (aka enterobactin; KD = 0.4 nanomolar) and the mixed-type carboxymycobactin ferric siderophores...
  39. Microbial siderophore-specific innate immune responses
    Roland Strong; Fiscal Year: 2006
    ..high-affinity ligands for this protein: bacterial phenolate-type ferric siderophores, such as enterochelin (aka enterobactin; KD = 0.4 nanomolar) and the mixed-type carboxymycobactin ferric siderophores...
  40. BRUKER ELEXSYS EPR SPECTROMETER
    Jimmy Feix; Fiscal Year: 2001
    ..projects that will benefit include (1) characterization of ligand-induced conformational changes in the ferric enterobactin receptor as studied by site-directed spin labeling, (2) studies of oxidation/nitration by nitric oxide, (3) ..
  41. The host mucosal response to microbial iron metabolism
    Michael Bachman; Fiscal Year: 2009
    ..mucosa secretes siderocalin (lipocalin2), a small protein that binds the bacterial iron scavenging molecule enterobactin. Siderocalin sequesters iron from bacteria, and can prevent replication of enterobactin-dependent bacteria...
  42. The host mucosal response to microbial iron metabolism
    MICHAEL ABBOTT BACHMAN; Fiscal Year: 2010
    ..mucosa secretes siderocalin (lipocalin2), a small protein that binds the bacterial iron scavenging molecule enterobactin. Siderocalin sequesters iron from bacteria, and can prevent replication of enterobactin-dependent bacteria...
  43. The host mucosal response to microbial iron metabolism
    Michael Bachman; Fiscal Year: 2009
    ..mucosa secretes siderocalin (lipocalin2), a small protein that binds the bacterial iron scavenging molecule enterobactin. Siderocalin sequesters iron from bacteria, and can prevent replication of enterobactin-dependent bacteria...
  44. SITE DIRECTED SPIN LABELING STUDY OF FERRIC ENTEROBACTIN RECEPTOR FEPA
    CANDICE KLUG; Fiscal Year: 1999
    ..to investigate the structure and dynamics of FepA, an 81kDa ligand-gated outer membrane receptor for ferric enterobactin (FeEnt)...
  45. SITE DIRECTED SPIN LABELING STUDY OF FERRIC ENTEROBACTIN RECEPTOR FEPA
    CANDICE KLUG; Fiscal Year: 2000
    ..to investigate the structure and dynamics of FepA, an 81kDa ligand-gated outer membrane receptor for ferric enterobactin (FeEnt)...
  46. SITE DIRECTED SPIN LABELING STUDY OF FERRIC ENTEROBACTIN RECEPTOR FEPA
    CANDICE KLUG; Fiscal Year: 2001
    ..to investigate the structure and dynamics of FepA, an 81kDa ligand-gated outer membrane receptor for ferric enterobactin (FeEnt)...
  47. SITE DIRECTED SPIN LABELING OF FEPA
    Jimmy Feix; Fiscal Year: 1999
    ..coli and many other gram-negative bacteria via the binding and transport of its cognate ligand, ferric enterobactin (FeEnt)...
  48. SITE DIRECTED SPIN LABELING OF FEPA
    Jimmy Feix; Fiscal Year: 2001
    ..coli and many other gram-negative bacteria via the binding and transport of its cognate ligand, ferric enterobactin (FeEnt)...
  49. SITE DIRECTED SPIN LABELING OF FEPA
    Jimmy Feix; Fiscal Year: 2002
    ..coli and many other gram-negative bacteria via the binding and transport of its cognate ligand, ferric enterobactin (FeEnt)...
  50. SITE DIRECTED SPIN LABELING OF FEPA
    Jimmy Feix; Fiscal Year: 2000
    ..coli and many other gram-negative bacteria via the binding and transport of its cognate ligand, ferric enterobactin (FeEnt)...
  51. STRUCTURE & FUNCTION OF SIDEROPHORES
    Dick van der Helm; Fiscal Year: 1990
    ..A large quantity of the purified FepA, E. coli receptor protein for Fe(III) enterobactin will be produced and used to improve the quality of FepA crystals and to prepare crystals of heavy atom ..
  52. ANTIBODY AGAINST IRON CHELATORS TO CONTROL INFECTION
    Leon Rosenberg; Fiscal Year: 1980
    The proposed work concerns the value, in mice, of passive protection with antibody against enterobactin and against outer-membrane proteins concerned with iron-acquisition via the enterobactin chelating systems...
  53. V. cholerae iron transport mechanisms and pathogenesis
    SHELLEY PAYNE; Fiscal Year: 2004
    ..cholerae, enterobactin and schizokinen...
  54. V. cholerae iron transport mechanisms and pathogenesis
    SHELLEY PAYNE; Fiscal Year: 2003
    ..cholerae, enterobactin and schizokinen...
  55. V. cholerae iron transport mechanisms and pathogenesis
    SHELLEY PAYNE; Fiscal Year: 2002
    ..cholerae, enterobactin and schizokinen...
  56. V. cholerae iron transport mechanisms and pathogenesis
    SHELLEY PAYNE; Fiscal Year: 2005
    ..cholerae, enterobactin and schizokinen...
  57. V. cholerae iron transport mechanisms and pathogenesis
    SHELLEY PAYNE; Fiscal Year: 2006
    ..cholerae, enterobactin and schizokinen...
  58. CHELATION-ANTIBIOTICS/TREATMENT OF IRON OVERLOAD
    William Rastetter; Fiscal Year: 1980
    A series of metal chelating molecules, including the natural products enterobactin and mycelianamide will be synthesized. Three main objectives will be pursued in the course of our investigations: 1...
  59. STRUCTURE DETERMINATION OF FERRIC ENTEROBACTIN RECEPTOR FROM E COLI
    Johann Deisenhofer; Fiscal Year: 1999
    Ferric enterobactin receptor (FepA) is an E. coli outer membrane protein which functions to find an iron-chelator complex, ferric enterobactin, and transport it through the outer membrane...
  60. COORDINATION CHEMISTRY OF MICROBIAL ION TRANSPORT
    Kenneth Raymond; Fiscal Year: 2002
    ..The latter stages of iron uptake into E.coli. mediated by enterobactin will be probed and the enterobactin esterase will be isolated and characterized...
  61. IRON UPTAKE AS A VIRULENCE FACTOR IN PATHOGENIC VIBRIOS
    JORGE CROSA; Fiscal Year: 2003
    ..In the long term, our findings will aid in the development of measures for the control of septicemic diseases. ..