WILLEM VAN DER DONK

Summary

Affiliation: University of Illinois
Country: USA

Publications

  1. pmc Heterologous production of the lantibiotic Ala(0)actagardine in Escherichia coli
    Yanxiang Shi
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Chem Commun (Camb) 48:10966-8. 2012
  2. pmc An engineered lantipeptide synthetase serves as a general leader peptide-dependent kinase
    Gabrielle N Thibodeaux
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Chem Commun (Camb) 48:10615-7. 2012
  3. ncbi request reprint Recent developments in pyridine nucleotide regeneration
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Curr Opin Biotechnol 14:421-6. 2003
  4. ncbi request reprint Lighting up the nascent cell wall
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    ACS Chem Biol 1:425-8. 2006
  5. pmc Substrate activation by iron superoxo intermediates
    Wilfred A van der Donk
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Curr Opin Struct Biol 20:673-83. 2010
  6. pmc Rings, radicals, and regeneration: the early years of a bioorganic laboratory
    Wilfred A van der Donk
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    J Org Chem 71:9561-71. 2006
  7. ncbi request reprint The cyclooxygenase reaction mechanism
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Ave, Urbana, Illinois 61801, USA
    Biochemistry 41:15451-8. 2002
  8. ncbi request reprint Synthesis and characterization of chlorinated alkenylcobaloximes to probe the mechanism of vitamin B(12)-catalyzed dechlorination of priority pollutants
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 61801, USA
    Inorg Chem 41:393-404. 2002
  9. ncbi request reprint Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois, USA
    J Am Chem Soc 127:1126-36. 2005
  10. ncbi request reprint Regeneration of cofactors for use in biocatalysis
    Huimin Zhao
    Department of Chemical and Biomolecular Engineering, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Curr Opin Biotechnol 14:583-9. 2003

Research Grants

  1. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM A VAN DER DONK; Fiscal Year: 2010
  2. Training Program in Chemistry - Interface with Biology
    WILLEM VAN DER DONK; Fiscal Year: 2007
  3. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM VAN DER DONK; Fiscal Year: 2007
  4. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007
  5. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007
  6. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM A VAN DER DONK; Fiscal Year: 2010
  7. MECHANISTIC STUDIES ON PHOSPHORUS REDOX ENZYMES
    WILLEM VAN DER DONK; Fiscal Year: 2006
  8. BIOSYNTHETIC ENZYMES INVOLVED IN LATHIONINE FORMATION
    WILLEM VAN DER DONK; Fiscal Year: 2002

Collaborators

  • WILLIAM METCALF
  • Ryan D Woodyer
  • Xingang Zhang
  • Bo Li
  • Derek A Pratt
  • RICHARD KULMACZ
  • Ah Lim Tsai
  • Huimin Zhao
  • Carsten Krebs
  • Gert N Moll
  • Benjamin M Griffin
  • JOHN GERLT
  • Andrea K White
  • Y Lu
  • Champak Chatterjee
  • Gregory C Patton
  • Neil L Kelleher
  • Lili Xie
  • Matthew R Levengood
  • Cyril Jacquot
  • Kevin M McCauley
  • Jin Hee Lee
  • Benjamin T Circello
  • Moushumi Paul
  • John T Whitteck
  • Trent J Oman
  • Hao Zhou
  • Gongyong Li
  • Joshua A V Blodgett
  • Lisa E Cooper
  • Sheng Peng
  • Yanxiang Shi
  • Leah M Miller
  • Heather A Relyea
  • Robert M Cicchillo
  • DANICA P GALONIC
  • Andrew C Eliot
  • Scott R Wilson
  • Matt D Gieselman
  • Nicole M Okeley
  • Paul M Thomas
  • Amanda L McClerren
  • Gabrielle N Thibodeaux
  • Svetlana A Borisova
  • Yuki Goto
  • Jennifer M Vrtis
  • Satish K Nair
  • Yantao Zhu
  • Zengyi Shao
  • Theodore R Holman
  • Ian M Gut
  • Chris M McGinley
  • L A Furgerson Ihnken
  • Joanne M Willey
  • Emily J Fogle
  • Young Ok You
  • Martina Ralle
  • David Y Gin
  • Olga Averin
  • Alejandro Bueno
  • Jan Claesen
  • Jun Kai Zhang
  • Michael Kuemin
  • Brian Bae
  • Mervyn J Bibb
  • Houjin Zhang
  • Bradley S Evans
  • Christopher C Kerwood
  • Erika N Segraves
  • Anita Chary
  • Angela M Prouty
  • Erik Plata
  • Jimmy D Ballard
  • Steven R Blanke
  • Aaron T Wecksler
  • Weijuan Ni
  • Juan E Velasquez
  • Chao Quan
  • Lisa Cooper
  • Nathan D Ide
  • Stacey A Rimkus
  • Justin Shey
  • Theodore J Burkey
  • Yong L Leung
  • Myongsin Yi
  • Steven M Berry
  • Mark J Nilges
  • Ninian J Blackburn
  • Ninian Blackburn
  • Dawn M Z Schmidt

Detail Information

Publications77

  1. pmc Heterologous production of the lantibiotic Ala(0)actagardine in Escherichia coli
    Yanxiang Shi
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Chem Commun (Camb) 48:10966-8. 2012
    ..The activity of GarO, a luciferase-like monooxygenase that introduces the unique sulfoxide group of actagardine, was also investigated in vitro...
  2. pmc An engineered lantipeptide synthetase serves as a general leader peptide-dependent kinase
    Gabrielle N Thibodeaux
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Chem Commun (Camb) 48:10615-7. 2012
    ..Herein, we have engineered the class II lantipeptide synthetase ProcM to generate a variety of peptides containing O-phosphoserine (pSer) and O-phosphothreonine (pThr) residues, either in vitro or in vivo...
  3. ncbi request reprint Recent developments in pyridine nucleotide regeneration
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Curr Opin Biotechnol 14:421-6. 2003
    ..The use of electrochemical methods has allowed cofactor regeneration for monooxygenases and natural or engineered whole-cell systems provide alternatives to approaches relying on purified enzymes...
  4. ncbi request reprint Lighting up the nascent cell wall
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    ACS Chem Biol 1:425-8. 2006
    ..A new study provides a powerful tool for investigating this insertion process and opens the door to understanding the mechanism of eubacterial cell wall biogenesis...
  5. pmc Substrate activation by iron superoxo intermediates
    Wilfred A van der Donk
    Department of Chemistry and Howard Hughes Medical Institute, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Curr Opin Struct Biol 20:673-83. 2010
    ..Examples of this novel mechanistic strategy are discussed with the goal of bringing forth unifying principles...
  6. pmc Rings, radicals, and regeneration: the early years of a bioorganic laboratory
    Wilfred A van der Donk
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    J Org Chem 71:9561-71. 2006
    ..The path from start-up funds to tenure and beyond offers insights into the opportunities realized and missed along the road...
  7. ncbi request reprint The cyclooxygenase reaction mechanism
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Ave, Urbana, Illinois 61801, USA
    Biochemistry 41:15451-8. 2002
  8. ncbi request reprint Synthesis and characterization of chlorinated alkenylcobaloximes to probe the mechanism of vitamin B(12)-catalyzed dechlorination of priority pollutants
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 61801, USA
    Inorg Chem 41:393-404. 2002
    ..These results are discussed in the context of the B(12)-catalyzed reductive dechlorination of PCE and TCE...
  9. ncbi request reprint Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois, USA
    J Am Chem Soc 127:1126-36. 2005
    ..These and other findings are discussed in the context of environmental studies on B12-catalyzed dechlorination of PCE and TCE and investigations of the haloalkene reductive dehalogenases that catalyze similar reactions...
  10. ncbi request reprint Regeneration of cofactors for use in biocatalysis
    Huimin Zhao
    Department of Chemical and Biomolecular Engineering, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Curr Opin Biotechnol 14:583-9. 2003
    ..These approaches have found novel applications in biocatalysis...
  11. pmc Biosynthesis of phosphonic and phosphinic acid natural products
    William W Metcalf
    Department of Microbiology, University of Illinois at Urbana Champaign, Urbana, IL 61801, USA
    Annu Rev Biochem 78:65-94. 2009
    ..These investigations have also suggested new strategies for natural product discovery...
  12. ncbi request reprint Theoretical investigations into the intermediacy of chlorinated vinylcobalamins in the reductive dehalogenation of chlorinated ethylenes
    Derek A Pratt
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    J Am Chem Soc 127:384-96. 2005
    ..Thus, cob(I)alamin is expected to reduce these base-off vinyl-Cbls. Heterolytic cleavage of the Co-C bonds is much more favorable than homolysis (>21 kcal/mol) and is significantly more exergonic when coupled to chloride elimination...
  13. ncbi request reprint Heterologous expression and purification of SpaB involved in subtilin biosynthesis
    Lili Xie
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Ave, Urbana, IL 61801, USA
    Biochem Biophys Res Commun 295:952-7. 2002
    ..SpaS the putative substrate for SpaB was overexpressed in E. coli as an intein fusion protein, and after cleavage, the peptide was obtained in good yield...
  14. ncbi request reprint Characterization of chlorovinylcobalamin, a putative intermediate in reductive degradation of chlorinated ethylenes
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    J Am Chem Soc 125:4410-1. 2003
    ..These results are discussed with respect to vitamin B12-catalyzed dechlorination of perchloroethylene, a pollutant on the priority list of the EPA...
  15. ncbi request reprint Dichloroacetylene is not the precursor to dichlorinated vinylcobaloxime and vinylcobalamin in cobalt catalyzed dechlorination of perchloro- and trichloroethylene
    Kevin M McCauley
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Inorg Chem 41:5844-8. 2002
    ..Hence, dichlorinated vinylcobalt complexes detected in the reductive dechlorination of PCE catalyzed by cobaloximes or vitamin B(12) are not derived from a dichloroacetylene intermediate...
  16. ncbi request reprint Phosphite dehydrogenase: a versatile cofactor-regeneration enzyme
    Jennifer M Vrtis
    Department of Chemistry, Box 38 5, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Angew Chem Int Ed Engl 41:3257-9. 2002
  17. ncbi request reprint Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide
    Joshua A V Blodgett
    Department of Microbiology, University of Illinois at Urbana Champaign, B103 CLSL, 601 S Goodwin, Urbana, Illinois 61801, USA
    Nat Chem Biol 3:480-5. 2007
    ..In sum, we define a pathway for early PTT biosynthesis that is more complex than previously appreciated...
  18. ncbi request reprint Mechanism and applications of phosphite dehydrogenase
    Heather A Relyea
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Matthews Ave, Urbana, IL 61801, USA
    Bioorg Chem 33:171-89. 2005
    ..The potential of the enzyme as a NAD(P)H cofactor regeneration system is discussed as well as efforts to engineer the cofactor specificity of the protein...
  19. pmc Biosynthesis of 2-hydroxyethylphosphonate, an unexpected intermediate common to multiple phosphonate biosynthetic pathways
    Zengyi Shao
    Department of Chemical and Biomolecular Engineering and Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    J Biol Chem 283:23161-8. 2008
    ....
  20. ncbi request reprint Identification of essential catalytic residues of the cyclase NisC involved in the biosynthesis of nisin
    Bo Li
    Department of Biochemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    J Biol Chem 282:21169-75. 2007
    ..These findings also argue against an essential role of Arg(280) and Tyr(285) as an active site general acid/base in the mechanism of cyclization...
  21. ncbi request reprint Optimizing a biocatalyst for improved NAD(P)H regeneration: directed evolution of phosphite dehydrogenase
    Ryan Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Comb Chem High Throughput Screen 9:237-45. 2006
    ..The engineered phosphite dehydrogenase has great potential for NAD(P)H regeneration in industrial biocatalysis...
  22. pmc Insights into the mode of action of the two-peptide lantibiotic haloduracin
    Trent J Oman
    Department of Chemistry, University of Illinois at Urbana Champaign and the Howard Hughes Medical Institute, Urbana, Illinois 61801, USA
    ACS Chem Biol 4:865-74. 2009
    ..A similar observation was made with mutants of Glu22, a residue that is highly conserved among several lipid II-binding lantibiotics such as mersacidin...
  23. ncbi request reprint Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster
    Ryan D Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, Illinois 61801, USA
    Chem Biol 13:1171-82. 2006
    ..This work provides new insights into fosfomycin biosynthesis and opens the door for fosfomycin overproduction and creation of new analogs via biomolecular pathway engineering...
  24. pmc An unusual carbon-carbon bond cleavage reaction during phosphinothricin biosynthesis
    Robert M Cicchillo
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    Nature 459:871-4. 2009
    ..The current study expands the scope of reactions catalysed by the 2-His-1-carboxylate mononuclear non-haem iron family of enzymes...
  25. pmc Discovery of unique lanthionine synthetases reveals new mechanistic and evolutionary insights
    Yuki Goto
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois, United States of America
    PLoS Biol 8:e1000339. 2010
    ....
  26. pmc Follow the leader: the use of leader peptides to guide natural product biosynthesis
    Trent J Oman
    Department of Chemistry, Howard Hughes Medical Institute, and Institute for Genomic Biology, University of Illinois at Urbana Champaign, Urbana, Illinois, USA
    Nat Chem Biol 6:9-18. 2010
    ....
  27. pmc On the substrate specificity of dehydration by lacticin 481 synthetase
    Xingang Zhang
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    J Am Chem Soc 129:2212-3. 2007
  28. pmc Mechanistic investigations of the dehydration reaction of lacticin 481 synthetase using site-directed mutagenesis
    Young Ok You
    Department of Biochemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 46:5991-6000. 2007
    ..A model is presented that accounts for the observed phenotypes of these mutant enzymes...
  29. pmc Use of lantibiotic synthetases for the preparation of bioactive constrained peptides
    Matthew R Levengood
    Department of Chemistry, University of Illinois, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Bioorg Med Chem Lett 18:3025-8. 2008
    ..The use of LctM to prepare thioether containing analogs of enkephalin, contryphan, and inhibitors of human tripeptidyl peptidase II and spider venom epimerase is demonstrated...
  30. pmc Isotope sensitive branching and kinetic isotope effects in the reaction of deuterated arachidonic acids with human 12- and 15-lipoxygenases
    Cyril Jacquot
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 47:7295-303. 2008
    ..Smaller but clear changes in regioselectivity were also observed for 12-hLO and 15-hLO-2...
  31. pmc Synthesis of 11-thialinoleic acid and 14-thialinoleic acid, inhibitors of soybean and human lipoxygenases
    Cyril Jacquot
    Department of Chemistry, Roger Adams Laboratory, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Org Biomol Chem 6:4242-52. 2008
    ..5 microM). The presence of inhibitor did not change the regioselectivity of soybean lipoxygenase-1, human 12- or 15-lipoxygenase-1...
  32. ncbi request reprint Lacticin 481 synthetase phosphorylates its substrate during lantibiotic production
    Champak Chatterjee
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, IL 61801, USA
    J Am Chem Soc 127:15332-3. 2005
    ..These results argue strongly that the enzyme utilizes ATP to phosphorylate the Ser/Thr residues that are targeted for dehydration. ATP does not appear to be required for peptide translocation or cyclization...
  33. pmc Model studies of the histidine-tyrosine cross-link in cytochrome C oxidase reveal the flexible substituent effect of the imidazole moiety
    Derek A Pratt
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    Org Lett 7:2735-8. 2005
    ..21, sigma(m)(-) = +0.45) but decreases the O-H BDE and E degrees of phenol due to its pi-electron-donating ability (sigma(p)(+) = -0.45)...
  34. ncbi request reprint Relaxing the nicotinamide cofactor specificity of phosphite dehydrogenase by rational design
    Ryan Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 42:11604-14. 2003
    ..The rationally designed double mutant might be useful for the development of an efficient in vitro NAD(P)H regeneration system for reductive biocatalysis...
  35. ncbi request reprint Inhibition and pH dependence of phosphite dehydrogenase
    Heather A Relyea
    Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 44:6640-9. 2005
    ..25 is significantly larger (4.4), whereas at pH 8.0, it is the inverse (0.6). The pH-rate profile of k(cat)/K(m,phosphite), which predicts that the observed SIEs will have a significant thermodynamic origin, can account for these effects...
  36. ncbi request reprint Post-translational modifications during lantibiotic biosynthesis
    Lili Xie
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, Illinois 61801, USA
    Curr Opin Chem Biol 8:498-507. 2004
    ..In addition to these developments in understanding their biosynthesis, studies on the mode of action of several lantibiotics have shown a unique mechanism of binding to lipid II, an intermediate in cell wall biosynthesis...
  37. ncbi request reprint SpaC and NisC, the cyclases involved in subtilin and nisin biosynthesis, are zinc proteins
    Nicole M Okeley
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 42:13613-24. 2003
    ..The metal may function to activate the cysteine thiol of the peptide substrate toward intramolecular Michael addition to the dehydroalanine and dehydrobutyrine residues in the peptide...
  38. ncbi request reprint Mechanistic investigation of a highly active phosphite dehydrogenase mutant and its application for NADPH regeneration
    Ryan Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, IL, USA
    FEBS J 272:3816-27. 2005
    ..The in situ regeneration proceeded at a rate approximately fourfold faster with PTDH-E175A/A176R than with either WT PTDH or a NADP-specific Pseudomonas sp.101 formate dehydrogenase mutant with a total turnover number for NADPH of 2500...
  39. ncbi request reprint Oligosaccharide-peptide ligation of glycosyl thiolates with dehydropeptides: synthesis of S-linked mucin-related glycopeptide conjugates
    DANICA P GALONIC
    Department of Chemistry, University of Illinois, Urbana, IL 61801, USA
    Chemistry 9:5997-6006. 2003
    ..The process proceeds in high yield and with complete retention of the alpha-anomeric configuration...
  40. pmc Investigation of the substrate specificity of lacticin 481 synthetase by using nonproteinogenic amino acids
    Matthew R Levengood
    Department of Chemistry, University of Illinois at Urbana Champaign, Howard Hughes Medical Institute, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Chembiochem 10:911-9. 2009
    ..Furthermore, LctM permitted the incorporation of an alkyne-containing amino acid that can be utilized for the site-selective modification of mature lantibiotics and used in target identification...
  41. ncbi request reprint Lacticin 481: in vitro reconstitution of lantibiotic synthetase activity
    Lili Xie
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL61801, USA
    Science 303:679-81. 2004
    ..We have characterized the in vitro activity of LctM, which completely processed a series of LctA mutants, displaying a permissive substrate specificity that holds promise for antibiotic engineering...
  42. pmc Structure-activity relationship studies of the two-component lantibiotic haloduracin
    Lisa E Cooper
    Department of Biochemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Chem Biol 15:1035-45. 2008
    ..Extracellular proteases secreted by the producer strain can remove the leader peptide, and the Halalpha cystine that is dispensable for bioactivity protects Halalpha from further proteolytic degradation...
  43. doi request reprint Using expressed protein ligation to probe the substrate specificity of lantibiotic synthetases
    Xingang Zhang
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois, USA
    Methods Enzymol 462:117-34. 2009
    ..The strategy described can be used for the growing number of ribosomally synthesized and posttranslationally modified natural products such as the microcins and patellamides...
  44. ncbi request reprint Engineering dehydro amino acids and thioethers into peptides using lacticin 481 synthetase
    Champak Chatterjee
    Department of Chemistry and University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801
    Chem Biol 13:1109-17. 2006
    ..These findings are promising with respect to the utility of LctM toward preparation of conformationally constrained peptide therapeutics...
  45. ncbi request reprint Synthesis of isotopically labeled arachidonic acids to probe the reaction mechanism of prostaglandin H synthase
    Sheng Peng
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    J Am Chem Soc 124:10785-96. 2002
    ..Use of 16-[(2)H(2)]-arachidonic acid indicated that only one of the protons at C16 gives rise to a strong hyperfine interaction. The findings are discussed in the context of two proposed mechanisms for the cyclooxygenase reaction...
  46. pmc Biosynthesis of rhizocticins, antifungal phosphonate oligopeptides produced by Bacillus subtilis ATCC6633
    Svetlana A Borisova
    Institute for Genomic Biology, University of Illinois at Urbana Champaign, Urbana, IL 61801, USA
    Chem Biol 17:28-37. 2010
    ..Recombinant RhiG was prepared, and the product of an in vitro enzymatic conversion was characterized. Access to this intermediate allows for biochemical characterization of subsequent steps in the pathway...
  47. pmc Kinetic isotope effects in the oxidation of arachidonic acid by soybean lipoxygenase-1
    Cyril Jacquot
    Roger Adams Laboratory, Department of Chemistry, University of Illinois, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Bioorg Med Chem Lett 18:5959-62. 2008
    ..The hydrogen atom abstraction step was rate-determining at all temperatures, but was partially masked by a viscosity-dependent step at ambient temperatures. The observed KIEs on k(cat) were large ( approximately 100 at 25 degrees C)...
  48. pmc Molecular cloning and heterologous expression of the dehydrophos biosynthetic gene cluster
    Benjamin T Circello
    Department of Microbiology, University of Illinois at Urbana Champaign, Urbana, IL 61801, USA
    Chem Biol 17:402-11. 2010
    ..The early steps of this pathway are supported by analysis of intermediates accumulated by blocked mutants and in vitro biochemical experiments...
  49. pmc Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis
    Jin Hee Lee
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Proc Natl Acad Sci U S A 107:17557-62. 2010
    ..Interestingly, the enzyme has low substrate specificity and was used to methylate the clinical antibiotic fosfomycin and the antimalaria clinical candidate fosmidomycin, showing its promise for applications in bioengineering...
  50. ncbi request reprint Biomimetic stereoselective formation of methyllanthionine
    Hao Zhou
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Org Lett 4:1335-8. 2002
    ..The formation of a single isomer suggests that the prepeptide has a strong intrinsic preference for the stereochemistry observed in lantibiotics. [reaction: see text]..
  51. ncbi request reprint Reassignment of the structure of the antibiotic A53868 reveals an unusual amino dehydrophosphonic acid
    John T Whitteck
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Angew Chem Int Ed Engl 46:9089-92. 2007
  52. ncbi request reprint An unusual isotope effect on substrate inhibition in the oxidation of arachidonic acid by lipoxygenase
    Sheng Peng
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    J Am Chem Soc 125:8988-9. 2003
    ..The unusual behavior is due primarily to a large kinetic isotope effect on Km,O2 as a result of the strong selection against deuterium in the abstraction step...
  53. pmc Inhibition of Bacillus anthracis spore outgrowth by nisin
    Ian M Gut
    Department of Chemistry, University of Illinois, Urbana, IL 61801, USA
    Antimicrob Agents Chemother 52:4281-8. 2008
    ..Thus, the action of nisin results in the uncoupling of two critical sequences of events necessary for the outgrowth of spores: the establishment of metabolism and the shedding of the external spore structures...
  54. ncbi request reprint Structure and mechanism of the lantibiotic cyclase involved in nisin biosynthesis
    Bo Li
    Department of Biochemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Science 311:1464-7. 2006
    ..The structure reveals similarities in fold and substrate activation with mammalian farnesyl transferases, suggesting that human homologs of NisC posttranslationally modify a cysteine of a protein substrate...
  55. ncbi request reprint Biosynthesis and mode of action of lantibiotics
    Champak Chatterjee
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois, USA
    Chem Rev 105:633-84. 2005
  56. pmc Pre-steady-state studies of phosphite dehydrogenase demonstrate that hydride transfer is fully rate limiting
    Emily J Fogle
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 46:13101-8. 2007
    ..Finally, site-directed mutagenesis of Asp79 indicates that this residue is important in orienting Arg237 for proper interaction with phosphite...
  57. pmc Synthesis of nonproteinogenic amino acids to probe lantibiotic biosynthesis
    Xingang Zhang
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    J Org Chem 70:6685-92. 2005
    ....
  58. pmc Heterologous expression, purification, and characterization of a highly active xylose reductase from Neurospora crassa
    Ryan Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, IL 61801, USA
    Appl Environ Microbiol 71:1642-7. 2005
    ..This enzyme is one of the most active XRs thus far characterized and may be used for the in vitro production of xylitol...
  59. pmc Hydroperoxylation by hydroxyethylphosphonate dioxygenase
    John T Whitteck
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Street, Urbana, Illinois 61801, USA
    J Am Chem Soc 131:16225-32. 2009
    ..Collectively, these results support a mechanism that proceeds by hydroperoxylation followed by a Criegee rearrangement...
  60. ncbi request reprint Site-directed mutagenesis of active site residues of phosphite dehydrogenase
    Ryan Woodyer
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 44:4765-74. 2005
    ....
  61. pmc The dehydratase activity of lacticin 481 synthetase is highly processive
    Leah M Miller
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, Illinois 61801, USA
    J Am Chem Soc 128:1420-1. 2006
    ..LctM demonstrates highly processive behavior as seen by MS analysis of the reaction course of dehydration. Furthermore, cyclization is not tightly coupled to dehydration and follows at a later stage of the enzymatic reaction...
  62. pmc In vitro characterization of a heterologously expressed nonribosomal Peptide synthetase involved in phosphinothricin tripeptide biosynthesis
    Jin Hee Lee
    Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA
    Biochemistry 48:5054-6. 2009
    ..5 microM(-1) min(-1), suggesting the former might be the physiological substrate. Each substrate could be loaded onto the phosphopantetheine arm of the thiolation domain as observed by Fourier transform mass spectrometry (FTMS)...
  63. ncbi request reprint Selenocysteine derivatives for chemoselective ligations
    Matt D Gieselman
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Avenue, Urbana, IL 61801, USA
    Chembiochem 3:709-16. 2002
  64. pmc The leader peptide is not required for post-translational modification by lacticin 481 synthetase
    Matthew R Levengood
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    J Am Chem Soc 129:10314-5. 2007
  65. ncbi request reprint Chemical and enzymatic synthesis of fluorinated-dehydroalanine-containing peptides
    Hao Zhou
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Chembiochem 4:1206-15. 2003
    ..Mechanistic investigations showed that fluoride elimination occurred faster than epimerization and at a rate close to that of epimerization of Ala-Ala...
  66. ncbi request reprint Structural characterization of arachidonyl radicals formed by aspirin-treated prostaglandin H synthase-2
    Ah Lim Tsai
    Department of Internal Medicine, University of Texas Health Science Center at Houston, Houston, Texas 77030, USA
    J Biol Chem 277:38311-21. 2002
    ....
  67. ncbi request reprint Comparison of the properties of prostaglandin H synthase-1 and -2
    Richard J Kulmacz
    Department of Internal Medicine, University of Texas Health Science Center at Houston, Houston, TX 77030, USA
    Prog Lipid Res 42:377-404. 2003
    ..The focus of this review is on the structural and biochemical distinctions between PGHS-1 and-2, and how these differences relate to the functional divergence between the two isoforms...
  68. ncbi request reprint New developments in lantibiotic biosynthesis and mode of action
    Gregory C Patton
    Department of Chemistry, University of Illinois at Urbana Champaign, Urbana, IL 61801, USA
    Curr Opin Microbiol 8:543-51. 2005
    ..Several members utilize a unique mode of biological action that involves the sequestration of lipid II, a crucial intermediate in peptidoglycan biosynthesis, to form pores in bacterial membranes...
  69. ncbi request reprint The selenocysteine-substituted blue copper center: spectroscopic investigations of Cys112SeCys Pseudomonas aeruginosa azurin
    Martina Ralle
    Department of Environmental and Biomolecular Systems, OGI School of Science and Engineering, Oregon Health and Science University, 20000 NW Walker Road, Beaverton, Oregon 97006, USA
    J Am Chem Soc 126:7244-56. 2004
    ..Unexpectedly, the Cu-Se bond lengths were found to undergo only minor changes during reduction, suggesting a very similar structure in both redox states and extending the "rack" hypothesis to the Se-substituted protein...
  70. ncbi request reprint Aziridine-2-carboxylic acid-containing peptides: application to solution- and solid-phase convergent site-selective peptide modification
    DANICA P GALONIC
    Department of Chemistry, University of Illinois, Urbana, 61801, USA
    J Am Chem Soc 127:7359-69. 2005
    ..This strategy, combined with native chemical ligation, provides convergent and rapid access to complex thioglycoconjugates...
  71. pmc Discovery and in vitro biosynthesis of haloduracin, a two-component lantibiotic
    Amanda L McClerren
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA
    Proc Natl Acad Sci U S A 103:17243-8. 2006
    ..The structures of the two mature haloduracin peptides Halalpha and Halbeta were investigated, indicating that they have similarities as well as some distinct differences compared with other two-component lantibiotics...
  72. pmc In vitro reconstitution and substrate specificity of a lantibiotic protease
    L A Furgerson Ihnken
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 47:7352-63. 2008
    ..The proteolytic activities of the resulting mutant proteins are consistent with a cysteine protease...
  73. pmc The importance of the leader sequence for directing lanthionine formation in lacticin 481
    Gregory C Patton
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 47:7342-51. 2008
    ..Surprisingly, a conserved Glu located in a ring that appears conserved in many class II lantibiotics, including those not belonging to the lacticin 481 subgroup, is not essential for antimicrobial activity of lacticin 481...
  74. pmc On the regioselectivity of thioether formation by lacticin 481 synthetase
    Xingang Zhang
    Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Org Lett 9:3343-6. 2007
    ..Presented here is an assay that readily distinguishes between enzymatic and nonenzymatic formation of these cross-links. The results demonstrate unequivocally that lacticin 481 synthetase can generate non-native thioether cross-links...
  75. ncbi request reprint Lantibiotics: peptides of diverse structure and function
    Joanne M Willey
    Department of Biology, Hofstra University, Hempstead, New York 11549, USA
    Annu Rev Microbiol 61:477-501. 2007
    ....
  76. ncbi request reprint Biomimetic studies on the mechanism of stereoselective lanthionine formation
    Yantao Zhu
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 S Mathews Ave, Urbana, Illinois 61801, USA
    Org Biomol Chem 1:3304-15. 2003
    ..The observed stereoselectivity is shown to originate from a kinetic rather than a thermodynamic preference...
  77. pmc Mutants of the zinc ligands of lacticin 481 synthetase retain dehydration activity but have impaired cyclization activity
    Moushumi Paul
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA
    Biochemistry 46:6268-76. 2007
    ..Furthermore, these mutant proteins are excellent dehydratases and provide useful tools to investigate the dehydration activity as well as generate dehydrated peptides for study of the cyclization reaction by wild type LctM...

Research Grants20

  1. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM A VAN DER DONK; Fiscal Year: 2010
    ..Furthermore, we will extend our work to new promising lantibiotics and will investigate the use of the lantibiotic enzymes for applications other than lantibiotic engineering. ..
  2. Training Program in Chemistry - Interface with Biology
    WILLEM VAN DER DONK; Fiscal Year: 2007
    ..The Beckman Institute and the Biotechnology Center house additional facilities. ..
  3. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM VAN DER DONK; Fiscal Year: 2007
    ..Moreover, these studies may produce novel variants of the natural lantibiotics with potentially interesting biological activities. ..
  4. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007
    ..To achieve this, the speakers list has been made up almost entirely of speakers that have not spoken before and several junior scientists, in particular postdocs, have been identified that will present on their work. ..
  5. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007
    ..To achieve this, the speakers list has been made up almost entirely of speakers that have not spoken before and several junior scientists, in particular postdocs, have been identified that will present on their work. ..
  6. Biosynthetic Enzymes Involved in Lanthionine Formation
    WILLEM A VAN DER DONK; Fiscal Year: 2010
    ..Furthermore, we will extend our work to new promising lantibiotics and will investigate the use of the lantibiotic enzymes for applications other than lantibiotic engineering. ..
  7. MECHANISTIC STUDIES ON PHOSPHORUS REDOX ENZYMES
    WILLEM VAN DER DONK; Fiscal Year: 2006
    ..The studies on HtxA focus on potential use of alternative substrates as well as developing a fundamental understanding of the mode of catalysis. ..
  8. BIOSYNTHETIC ENZYMES INVOLVED IN LATHIONINE FORMATION
    WILLEM VAN DER DONK; Fiscal Year: 2002
    ....