deoxy sugars

Summary

Top Publications

  1. ncbi Structure of an acidic polysaccharide from the marine bacterium Pseudoalteromonas flavipulchra NCIMB 2033(T)
    Jimmy Muldoon
    Department of Chemistry, National University of Ireland, University Road, Galway, Ireland
    Carbohydr Res 338:459-62. 2003
  2. ncbi NMR study of virenose and dihydrohydroxystreptose isolated from Coxiella burnetii phase I lipopolysaccharide
    R Toman
    Institute of Virology, Slovak Academy of Sciences, Bratislava, Slovak Republic
    Carbohydr Res 306:291-6. 1998
  3. pmc Inhibition of glycosaminoglycan synthesis and protein glycosylation with WAS-406 and azaserine result in reduced islet amyloid formation in vitro
    Rebecca L Hull
    Division of Metabolism, Endocrinology, and Nutrition, Veterans Affairs Puget Sound Health Care System and University of Washington, Seattle, Washington 98108, USA
    Am J Physiol Cell Physiol 293:C1586-93. 2007
  4. ncbi The structure of the O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O36 containing 3-deoxy-d-manno-oct-2-ulosonic acid
    Nina A Kocharova
    N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
    Carbohydr Res 342:665-70. 2007
  5. ncbi Biosynthesis of the dideoxysugar component of jadomycin B: genes in the jad cluster of Streptomyces venezuelae ISP5230 for L-digitoxose assembly and transfer to the angucycline aglycone
    Liru Wang
    Department of Biology, Dalhousie University, Halifax, Nova Scotia, Canada
    Microbiology 148:1091-103. 2002
  6. ncbi Nucleotide deoxysugars: essential tools for the glycosylation engineering of novel bioactive compounds
    Carsten Rupprath
    Department of Biotechnology Biomaterial Sciences, Helmholtz Institute for Biomedical Engineering, RWTH Aachen University, Worringer Weg 1, D 52056 Aachen, Germany
    Curr Med Chem 12:1637-75. 2005
  7. ncbi Incorporation of a S-glycosidic linkage into a glyconucleoside changes the conformational preference of both furanose sugars
    Joanne Buckingham
    Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK
    Carbohydr Res 342:16-22. 2007
  8. ncbi Unusual addition of amines to C-2 of vinyl sulfone-modified-beta-D-pent-2-enofuranosyl carbohydrates: synthesis of a new class of beta-anomeric 2-amino-2,3-dideoxy-D-threo-pentofuranosides
    Indrajit Das
    Department of Chemistry, Indian Institute of Technology, Kharagpur, India
    Carbohydr Res 343:1287-96. 2008
  9. ncbi Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides
    Xiang Bao Meng
    Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China
    Carbohydr Res 342:1169-74. 2007
  10. ncbi Alteration of O-specific polysaccharide structure of symbiotically defective Mesorhizobium loti mutant 2213.1 derived from strain NZP2213
    Anna Turska-Szewczuk
    Department of General Microbiology, Maria Curie Sklodowska University, Lublin, Poland
    Acta Biochim Pol 55:191-9. 2008

Scientific Experts

Detail Information

Publications175 found, 100 shown here

  1. ncbi Structure of an acidic polysaccharide from the marine bacterium Pseudoalteromonas flavipulchra NCIMB 2033(T)
    Jimmy Muldoon
    Department of Chemistry, National University of Ireland, University Road, Galway, Ireland
    Carbohydr Res 338:459-62. 2003
    ....
  2. ncbi NMR study of virenose and dihydrohydroxystreptose isolated from Coxiella burnetii phase I lipopolysaccharide
    R Toman
    Institute of Virology, Slovak Academy of Sciences, Bratislava, Slovak Republic
    Carbohydr Res 306:291-6. 1998
    ..Radziejewska-Lebrecht, and H. Mayer, Eur. J. Biochem., 148 (1985) 455-461] to be present in LPS I in a furanose form, and it appears that a furanose to pyranose tautomerization took place in the course of the isolation procedure...
  3. pmc Inhibition of glycosaminoglycan synthesis and protein glycosylation with WAS-406 and azaserine result in reduced islet amyloid formation in vitro
    Rebecca L Hull
    Division of Metabolism, Endocrinology, and Nutrition, Veterans Affairs Puget Sound Health Care System and University of Washington, Seattle, Washington 98108, USA
    Am J Physiol Cell Physiol 293:C1586-93. 2007
    ....
  4. ncbi The structure of the O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O36 containing 3-deoxy-d-manno-oct-2-ulosonic acid
    Nina A Kocharova
    N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
    Carbohydr Res 342:665-70. 2007
    ..structure: see text]..
  5. ncbi Biosynthesis of the dideoxysugar component of jadomycin B: genes in the jad cluster of Streptomyces venezuelae ISP5230 for L-digitoxose assembly and transfer to the angucycline aglycone
    Liru Wang
    Department of Biology, Dalhousie University, Halifax, Nova Scotia, Canada
    Microbiology 148:1091-103. 2002
    ..The deduced amino acid sequence of a 612 bp ORF (jadR*) downstream of the dideoxysugar biosynthesis genes resembles many TetR-family transcriptional regulator sequences...
  6. ncbi Nucleotide deoxysugars: essential tools for the glycosylation engineering of novel bioactive compounds
    Carsten Rupprath
    Department of Biotechnology Biomaterial Sciences, Helmholtz Institute for Biomedical Engineering, RWTH Aachen University, Worringer Weg 1, D 52056 Aachen, Germany
    Curr Med Chem 12:1637-75. 2005
    ....
  7. ncbi Incorporation of a S-glycosidic linkage into a glyconucleoside changes the conformational preference of both furanose sugars
    Joanne Buckingham
    Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK
    Carbohydr Res 342:16-22. 2007
    ..A full pseudorotational analysis showed that for the S-disaccharide, the ribose and deoxy ribose sugars have a preference for the south and north pucker, respectively; which is the reverse of what is seen for the O-disaccharide...
  8. ncbi Unusual addition of amines to C-2 of vinyl sulfone-modified-beta-D-pent-2-enofuranosyl carbohydrates: synthesis of a new class of beta-anomeric 2-amino-2,3-dideoxy-D-threo-pentofuranosides
    Indrajit Das
    Department of Chemistry, Indian Institute of Technology, Kharagpur, India
    Carbohydr Res 343:1287-96. 2008
    ..Selected products were desulfonylated to obtain a new class of beta-anomeric 2-amino-2,3-dideoxy-D-threo-pentofuranosides...
  9. ncbi Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides
    Xiang Bao Meng
    Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China
    Carbohydr Res 342:1169-74. 2007
    ..Following deacetylation, the anti-inflammatory activities of these compounds were tested on mice and three were found to possess potent activity compared to hydrocortisone sodium succinate (HSS)...
  10. ncbi Alteration of O-specific polysaccharide structure of symbiotically defective Mesorhizobium loti mutant 2213.1 derived from strain NZP2213
    Anna Turska-Szewczuk
    Department of General Microbiology, Maria Curie Sklodowska University, Lublin, Poland
    Acta Biochim Pol 55:191-9. 2008
    ..Western immunoblot assay of alkaline de-O-acetylated lipophilic M. loti NZP2213 LPS showed no reactivity with homologous serum indicating a role of O-acetyl groups in its O-specificity...
  11. ncbi Discovery and molecular engineering of sugar-containing natural product biosynthetic pathways in actinomycetes
    Tae Jin Oh
    Institute of Biomolecule Reconstruction, Department of Pharmaceutical Engineering, SunMoon University, Asan 336 708, Korea
    J Microbiol Biotechnol 17:1909-21. 2007
    ..These recent developments in the engineering of deoxysugars biosynthesis may pave the way to create novel secondary metabolites with potential biological activities...
  12. ncbi Enzymatic synthesis of dTDP-4-amino-4,6-dideoxy-D-glucose using GerB (dTDP-4-keto-6-deoxy-D-glucose aminotransferase)
    Young Soo Chung
    Genechem Inc, 59 5 Jang Dong, Yuseong Gu, Daejeon 305 343, South Korea
    Carbohydr Res 342:1412-8. 2007
    ..After purification by two successive preparative HPLC systems, the final product was identified by HPLC and then analyzed by (1)H, (13)C, (1)H-(1)H COSY NMR spectrometry...
  13. ncbi Chemical clockwise tridifferentiation of alpha- and beta-cyclodextrins: bascule-bridge or deoxy-sugars strategies
    Olivia Bistri
    Universite Pierre et Marie Curie Paris 6, Institut de Chimie Moleculaire FR 2769, Laboratoire de Chimie Organique UMR CNRS 7611, 4 place Jussieu, Paris, France
    Chemistry 13:9757-74. 2007
    ..Bascule-bridge or deoxy-sugars are two complementary means to operate steric decompression and induce selective reactions to efficiently access a number of new patterns of functionalities on concave molecules...
  14. pmc Molecular architecture of DesI: a key enzyme in the biosynthesis of desosamine
    E Sethe Burgie
    Department of Biochemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    Biochemistry 46:8999-9006. 2007
    ..Indeed, the nearly 180 degrees difference in hexose orientation explains the equatorial versus axial amino transfer exhibited by DesI and PseC, respectively...
  15. ncbi The mtmVUC genes of the mithramycin gene cluster in Streptomyces argillaceus are involved in the biosynthesis of the sugar moieties
    A Gonzalez
    Departamento de Biologia Funcional e Instituto Universitario de Oncologia del Principado de Asturias, Universidad de Oviedo, Spain
    Mol Gen Genet 264:827-35. 2001
    ..A pathway is proposed for the biosynthesis of the three sugar moieties in mithramycin...
  16. ncbi Insights about the biosynthesis of the avermectin deoxysugar L-oleandrose through heterologous expression of Streptomyces avermitilis deoxysugar genes in Streptomyces lividans
    S Wohlert
    School of Pharmacy, University of Wisconsin, Madison, WI 53706, USA
    Chem Biol 8:681-700. 2001
    ..The AvrF protein is therefore a 5-epimerase and not a 3,5-epimerase. The ability of the AvrB (mono-)glycosyltransferase to accommodate different deoxysugar intermediates is evident from the structures of the novel avermectins produced...
  17. ncbi Structure of a colitose-containing O-specific polysaccharide of the marine bacterium Pseudoalteromonas tetraodonis IAM 14160(T)
    J Muldoon
    Department of Chemistry, National University of Ireland, Galway, Ireland
    Carbohydr Res 333:41-6. 2001
    ....
  18. ncbi A diastereoselective and general route to 5-amino-5-deoxysugars: influence of C-3 substitution on the addition of amines to C-5 of vinyl sulfone-modified hex-5-enofuranosyl carbohydrates
    Indrajit Das
    Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India
    J Org Chem 70:8047-54. 2005
    ..The selectivity is lost when an allo derivative with OBn at the alpha-face of C-3 is used. Selected products were desulfonated to establish this new approach as a general and versatile strategy for accessing 5-amino-5-deoxysugars...
  19. ncbi Synthesis of N-acylated 7-amino-2,6,7-trideoxy-D-erythroheptopyranosides from methyl alpha-D-mannoside
    Kathrin Wiedemeyer
    Institut fur Pharmazeutische und Medizinische Chemie der Westfalischen Wilhelms Universitat Munster, Hittorfstrasse 58 62, D 48149 Munster, Germany
    Carbohydr Res 340:2483-93. 2005
    ..Nucleophilic substitution of 15 with KCN, subsequent hydrogenation with H2/Raney Ni and acylation with various carboxylic acid derivatives yielded 7-(acylamino)heptopyranosides 19-22...
  20. ncbi Engineering deoxysugar biosynthetic pathways from antibiotic-producing microorganisms. A tool to produce novel glycosylated bioactive compounds
    Leticia Rodriguez
    Departamento de Biologia Funcional e Instituto Universitario de Oncologia del Principado de Asturias, Universidad de Oviedo, 33006, Oviedo, Spain
    Chem Biol 9:721-9. 2002
    ..The system was also used to generate an L-rhamnosyl derivative (through a two-gene deletion) and an L-rhodinosyl derivative (through a combination of a gene replacement and a gene addition)...
  21. ncbi Elucidation of the O-chain structure from the lipopolysaccharide of Agrobacterium tumefaciens strain C58
    Cristina De Castro
    Dipartimento di Chimica Organica e Biochimica, Universita di Napoli Federico II, Via Cintia 4, 80126 Napoli, Italy
    Carbohydr Res 338:1891-4. 2003
    ..This structure, determined by spectroscopical and chemical methods, is strictly correlated to that of Rhizobium loti strain NZP2213, which differs for the degree and the position of O-acetylation...
  22. ncbi Efficient route to 2-deoxy beta-O-aryl-d-glycosides via direct displacement of glycosyl iodides
    Son N Lam
    Department of Chemistry, University of California, Davis, One Shields Ave, Davis, California 95616, USA
    Org Lett 5:4219-22. 2003
    ..The only observable byproducts from the glycosylations result from elimination of HI giving the starting glycals, which can be recycled through the reaction sequence...
  23. ncbi Structural and serological studies on a new 4-deoxy-d-arabino-hexose-containing O-specific polysaccharide from the lipopolysaccharide of Citrobacter braakii PCM 1531 (serogroup O6)
    Ewa Katzenellenbogen
    L Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wrocław, Poland
    Eur J Biochem 270:2732-8. 2003
    ....
  24. pmc Creation of the first anomeric D/L-sugar kinase by means of directed evolution
    Dirk Hoffmeister
    Laboratory for Biosynthetic Chemistry, Pharmaceutical Sciences Division, School of Pharmacy, University of Wisconsin, 777 Highland Avenue, Madison, WI 53705, USA
    Proc Natl Acad Sci U S A 100:13184-9. 2003
    ....
  25. ncbi Synthesis of 2,3- or 1,2-unsaturated derivatives of 2-deoxy-2-trifluoromethylhexopyranoses
    Anita Wegert
    FB Chemie, Organische Chemie, Universitat Rostock, Albert Einstein Strasse 3a, D 18059 Rostock, Germany
    Carbohydr Res 339:1833-7. 2004
    ..X-ray analyses are given for 1,3,4,6-tetra-O-acetyl-2-chlorodifluoromethyl-2-deoxy-alpha-D-mannopyranose and 4,6-di-O-acetyl-2,3-dideoxy-2-trifluoromethyl-alpha-D-erythro-hex-2-enopyranose...
  26. pmc Synthesis of the heteropolysaccharide O antigen of Escherichia coli O52 requires an ABC transporter: structural and genetic evidence
    Lu Feng
    TEDA School of Biological Sciences and Biotechnology, Nankai University, Tianjin Biochip Technology Corporation, Tianjin, People s Republic of China
    J Bacteriol 186:4510-9. 2004
    ..This is the first report of an ABC transporter being involved in translocation of a heteropolysaccharide O antigen in E. coli. Genes specific for E. coli O52 were also identified...
  27. ncbi Structure of the lipopolysaccharide of Pseudomonas aeruginosa O-12 with a randomly O-acetylated core region
    Olga V Bystrova
    ND Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, 119991 Moscow, Russia
    Carbohydr Res 338:1895-905. 2003
    ..The core was found to be randomly O-acetylated, most O-acetyl groups being located on the terminal rhamnose residue of the outer core region...
  28. ncbi Guanosine diphosphate-4-keto-6-deoxy-d-mannose reductase in the pathway for the synthesis of GDP-6-deoxy-d-talose in Actinobacillus actinomycetemcomitans
    Nao Suzuki
    Department of Preventive Dentistry, Kyushu University Faculty of Dental Science, Fukuoka, Japan
    Eur J Biochem 269:5963-71. 2002
    ..This paper is the first report on the GDP-6-deoxy-d-talose biosynthetic pathway and the role of GDP-4-keto-6-deoxy-d-mannose reductase in the synthesis of GDP-6-deoxy-d-talose...
  29. ncbi Synthesis of 4-deoxy-L-(and D-)hexoses from chiral noncarbohydrate building blocks
    Romualdo Caputo
    Dipartimento di Chimica Organica e Biochimica, Universita di Napoli Federico II, Via Cynthia, 4 80126 Naples, Italy
    J Org Chem 69:7033-7. 2004
    ..The stereocontrolled hydroxylation of the latter afforded the corresponding 4-deoxy-l-hexoses 7a, 9, and 11. The same procedure, starting from (S)-benzyl glycidyl ether, enabled the preparation of their d-series enantiomers...
  30. ncbi Structure of the O-polysaccharide of Aeromonas hydrophila O:34; a case of random O-acetylation of 6-deoxy-L-talose
    Yuriy A Knirel
    N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospekt 47, Moscow 119991, Russia
    Carbohydr Res 337:1381-6. 2002
    ....
  31. ncbi Structure-dependent modulation of a pathogen response in plants by synthetic O-antigen polysaccharides
    Emiliano Bedini
    Dipartimento di Chimica Organica e Biochimica Complesso, Universitario Monte Sant Angelo, Via Cintia 4, 80126, Napoli, Italy
    J Am Chem Soc 127:2414-6. 2005
    ..This is associated with increasing efficacy in HR suppression and PR-1 gene expression. We therefore infer that the coiled structure of phytopathogenic bacteria is a plant-recognizable pathogen-associated molecular pattern (PAMP)...
  32. ncbi LanGT2 Catalyzes the First Glycosylation Step during landomycin A biosynthesis
    Andriy Luzhetskyy
    Albert Ludwigs Universitat, Institut für Pharmazeutische Wissenschaften, Stefan Meier Strasse 19, 79104 Freiburg, Germany
    Chembiochem 6:1406-10. 2005
    ..Heterologous expression of urdGT2 from S. fradiae Tü2717 in this mutant resulted in the production of a novel C-glycosylated angucycline (6)...
  33. ncbi In vitro antiviral activity of some uridine derivatives of 2-deoxy sugars against classical swine fever virus
    Ewelina Krol
    Department of Molecular Virology, Intercollegiate Faculty of Biotechnology, University of Gdansk and Medical University of Gdansk, Gdansk, Poland
    Antiviral Res 86:154-62. 2010
    ..In our study we tested two of newly designed uridine derivatives of 2-deoxy sugars, IW3 and IW7 mimicking part of tunicamycin...
  34. ncbi Chemical structure and biological significance of lipopolysaccharide from Legionella
    Marta Palusinska-Szysz
    Department of Genetics and Microbiology, Maria Curie Skłodowska University, Lublin, Poland
    Recent Pat Antiinfect Drug Discov 4:96-107. 2009
    ..The outer region of the core enriched with 6-deoxy sugars and N- and O- acetylated sugars as well as the highly N- and O-acylated O-chain contribute to a high ..
  35. ncbi Benzylidene acetal fragmentation route to 6-deoxy sugars: direct reductive cleavage in the presence of ether protecting groups, permitting the efficient, highly stereocontrolled synthesis of beta-D-rhamnosides from D-mannosyl glycosyl donors. Total synthe
    David Crich
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607 7061, USA
    J Am Chem Soc 126:8232-6. 2004
    ....
  36. ncbi Phylogenetic analysis of antibiotic glycosyltransferases
    Dongmei Liang
    Department of Pharmaceutical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P R China
    J Mol Evol 64:342-53. 2007
    ..Finally, the evolutionary origins of AGts that do not fall into GT Family 1 are discussed, suggesting that their ancestral proteins appear to be derived from various proteins responsible for primary metabolism...
  37. ncbi Structural studies of the O-antigens of Yersinia pseudotuberculosis O:2a and mutants thereof with impaired 6-deoxy-D-manno-heptose biosynthesis pathway
    Anna N Kondakova
    ND Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
    Carbohydr Res 343:1383-9. 2008
    ..structure of the long- and short-chain O-antigen of Yersinia pseudotuberculosis O:2a containing two uncommon deoxy sugars, abequose and 6-deoxy-d-manno-heptose (6dmanHep), was established, for the first time, by sugar analysis, NMR ..
  38. ncbi Selective pivaloylation of 2-acetamido-2-deoxy sugars
    D Ljevaković
    Department of Radioimmunology, Institute of Immunology, Zagreb, Yugoslavia
    Carbohydr Res 182:197-205. 1988
    ..Methyl 2-acetamido-2-deoxy-3,6-di-O-pivaloyl-alpha- and -beta-D-glucopyranosides and 2-acetamido-2-deoxy-1,3,4,6-tetra-O-pivaloyl-D-glucopyranose were hydrolysed by rabbit serum esterases...
  39. ncbi Sodium-dependent reorganization of the sugar-binding site of SGLT1
    Bruce A Hirayama
    Department of Physiology, The David Geffen School of Medicine at UCLA, 10833 Le Conte Avenue, Los Angeles, California 90095 1751, USA
    Biochemistry 46:13391-406. 2007
    ..between mutated residues and hydroxyls on the pyranose ring was assessed by comparing the affinities of deoxy sugars to those of glucose...
  40. pmc Bioconversion of D-galacturonate to keto-deoxy-L-galactonate (3-deoxy-L-threo-hex-2-ulosonate) using filamentous fungi
    Marilyn G Wiebe
    VTT Technical Research Centre of Finland, P, O, Box 1000, FI 02044 VTT, Finland
    BMC Biotechnol 10:63. 2010
    ..The keto-deoxy sugars have been found to be useful precursors for producing further derivatives...
  41. ncbi Structure of the O-antigen of Yersinia pseudotuberculosis O:4b
    Anna N Kondakova
    N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
    Carbohydr Res 344:152-4. 2009
    The structure of the long-chain O-antigen of Yersinia pseudotuberculosis O:4b containing two uncommon deoxy sugars, tyvelose (3,6-dideoxy-d-arabino-hexose, Tyv) and 6-deoxy-d-manno-heptose (D-6dmanHep), was established by 1D and 2D NMR ..
  42. ncbi Catalytic ceric ammonium nitrate mediated synthesis of 2-deoxy-1-thioglycosides
    Somak Paul
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Carbohydr Res 339:2197-204. 2004
    ..Upon synthesis of 2-deoxy-1-thioglycosides, few representative glycosylation reactions with both aglycosyl and glycosyl acceptors were performed and alpha-anomeric 2-deoxy glycosides were obtained exclusively...
  43. pmc 11-Deoxylandomycinone and landomycins X-Z, new cytotoxic angucyclin(on)es from a Streptomyces cyanogenus K62 mutant strain
    Khaled A Shaaban
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0596, USA
    J Antibiot (Tokyo) 64:141-50. 2011
    ..11-deoxylandomycinone (IC(50) 2.1 ± 0.3 and 1.2 ± 0.4 μM) and landomycin Y (IC(50) 1.0 ± 0.1 and 2.0 ± 0.1 μM) showed the highest cytotoxic potencies against both the cell lines...
  44. ncbi A new route to dTDP-6-deoxy-l-talose and dTDP-L-rhamnose: dTDP-L-rhamnose 4-epimerase in Burkholderia thailandensis
    Hye Gyeong Yoo
    Department of Biological Science, Division of Bioscience and Bioinformatics, Myongji University, Yongin 449 728, Republic of Korea
    Bioorg Med Chem Lett 21:3914-7. 2011
    ..WbiB(Bth) alone produced dTDP-Rha when incubated with dTDP-6dTal. This is the first report to demonstrate epimerase activity interconverting between dTDP-Rha and dTDP-6dTal...
  45. ncbi Structure of the major O-specific polysaccharide from the lipopolysaccharide of Pseudomonas fluorescens BIM B-582: identification of 4-deoxy-D-xylo-hexose as a component of bacterial polysaccharides
    Olga A Valueva
    Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russian Federation
    J Nat Prod 74:2161-7. 2011
    ..In addition, a minor polysaccharide was isolated from the same lipopolysaccharide and found to contain 4-O-methylrhamnose...
  46. pmc Mechanisms and structures of vitamin B(6)-dependent enzymes involved in deoxy sugar biosynthesis
    Anthony J Romo
    Division of Medicinal Chemistry, College of Pharmacy, Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA
    Biochim Biophys Acta 1814:1534-47. 2011
    ..This article is part of a Special Issue entitled: Pyridoxal Phosphate Enzymology...
  47. ncbi De novo synthesis of L-colitose and L-rhodinose building blocks
    Oliviana Calin
    Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Muhlenberg 1, 14476 Potsdam, Germany
    J Org Chem 77:870-7. 2012
    ..Oxidation of this common intermediate finally resulted in the synthesis of the three monosaccharide building blocks...
  48. pmc Mirror-image carbohydrates: synthesis of the unnatural enantiomer of a blood group trisaccharide
    Fabien P Boulineau
    Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907 2084, USA
    J Org Chem 69:3391-9. 2004
    ..This work illustrates that D-glucose, a common starting material in the synthesis of naturally occurring carbohydrates, can also be used to prepare their mirror-image analogues...
  49. ncbi Structural studies of AntD: an N-Acyltransferase involved in the biosynthesis of D-Anthrose
    Rachel L Kubiak
    Department of Biochemistry, University of Wisconsin, Madison, Wisconsin 53706, United States
    Biochemistry 51:867-78. 2012
    ..Taken together, these data suggest that Asp 94 is important for substrate binding, but probably does not function as an enzymatic base, and that Ser 84 most likely plays a role in the formation of an oxyanion hole...
  50. ncbi Structure-based phylogeny of polyene macrolide antibiotic glycosyltransferases
    Yanhua Sun
    School of Basic Medical Science, Tianjin Medical University, Tianjin 300070, China
    Gene 499:288-96. 2012
    ..Using structure-based phylogenetic approaches, this study further supported that PEM AGts were the result of HGT between prokaryotes and eukaryotes...
  51. ncbi The synthesis of 2-deoxy-α-D-glycosides from D-glycals catalyzed by TMSI and PPh3
    Xi Kai Cui
    The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, PR China
    Carbohydr Res 358:19-22. 2012
    ..2-Deoxyglycosides were synthesized in high α-selectivity by the direct addition of alcohols to D-glucal and D-galactal catalyzed by TMSI and PPh(3). The acid labile isopropylidene group is tolerated under this condition...
  52. ncbi Conformational analysis of sulfur-containing 6-deoxy-l-hexose derivatives by molecular modeling and NMR spectroscopy. A theoretical study and experimental evidence of intramolecular nonbonded interactions between sulfur and oxygen
    Mabel Fragoso-Serrano
    Departamento de Quimica, Centro de Investigacion y de Estudios Avanzados del Instituto Politecnico Nacional, Apartado 14 740, Mexico City 07000, Mexico
    J Org Chem 68:7167-75. 2003
    ..Compounds 9-12 were formed by a molecular rearrangement via sulfonium ion intermediates followed by stereoselective intramolecular cyclizations as formulated by the quantum chemical calculations performed in the present study...
  53. ncbi Synthesis of disaccharides containing 6-deoxy-α-L-talose as potential heparan sulfate mimetics
    Jon K Fairweather
    Drug Design Group, Progen Pharmaceuticals Ltd, Brisbane Qld 4076, Australia
    Molecules 17:9790-802. 2012
    ..However, the intermediates readily derived from these disaccharides were not stable to the sulfonation/deacylation conditions required for their conversion into the target HS mimetics...
  54. ncbi Structure of a colitose-containing O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O6
    Olga G Ovchinnikova
    N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
    Carbohydr Res 342:2144-8. 2007
    ....
  55. ncbi Differences in the substrate specificity of glycosyltransferases involved in landomycins A and E biosynthesis
    Annette Erb
    Institut für Pharmazeutische Wissenschaften, Albert Ludwigs Universitat, Freiburg, Germany
    Appl Microbiol Biotechnol 83:1067-76. 2009
    ..A producer Streptomyces cyanogenus S136 was constructed, leading to the production of landomycin D with two deoxy sugars in the side chain and proving that LanGT4 is responsible for attaching the third deoxy sugar of the ..
  56. ncbi Synthesis of 2-deoxy-D-arabino/lyxo-hexopyranosyl disaccharides
    Somak Paul
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Carbohydr Res 343:453-61. 2008
    ..The activated 2-deoxy-1-thioglycosides served as the common precursors to prepare the 2-deoxy disaccharides with the above configurations...
  57. ncbi A reagent-controlled SN2-glycosylation for the direct synthesis of β-linked 2-deoxy-sugars
    John Paul Issa
    Department of Chemistry, Tufts University, 62 Talbot Avenue, Medford, Massachusetts 02155, United States
    J Am Chem Soc 136:5740-4. 2014
    ..This approach demonstrates that use of promoters that activate hemiacetals as well-defined intermediates can be used to permit stereoselective glycosylation through an SN2-pathway. ..
  58. ncbi Deoxy sugars: occurrence and synthesis
    Rosa M de Lederkremer
    CIHIDECAR, Departamento de Quimica Organica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon II, Ciudad Universitaria, 1428 Buenos Aires, Argentina
    Adv Carbohydr Chem Biochem 61:143-216. 2007
  59. ncbi Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions
    Omar Boutureira
    Departament de Quimica Analitica i Quimica Organica, Facultat de Quimica, Universitat Rovira i Virgili, c o Marcel lí Domingo s n, E 43007 Tarragona, Spain
    Carbohydr Res 342:736-43. 2007
    ..A detailed study of the olefination reaction and the behaviour of vinyl selenides towards the electrophilic-induced cyclization will be discussed...
  60. ncbi [Isolation and characterization of lectin from the surface of Grifola frondosa (FR.) S.F. Gray mycelium]
    L V Stepanova
    Mikrobiologiia 76:488-93. 2007
    ..D-glucose and D-glucosamine were detected in the carbohydrate part...
  61. ncbi The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of omega-aminoalkyl 2-deoxy- and 2,3-dideoxy-d-hexopyranosides
    Anna W Pierwocha
    Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, Krzywoustego 4, 44 100 Gliwice, Poland
    Carbohydr Res 343:2680-6. 2008
    ..The second step involves reacting the appropriate glycoside with methylamine...
  62. ncbi De novo asymmetric synthesis and biological evaluation of the trisaccharide portion of PI-080 and vineomycin B2
    Xiaomei Yu
    Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA
    Org Lett 10:4529-32. 2008
    ..Significant apoptotic antitumor activity was found for this trisaccharide, which has implication for vineomycin B2 and PI-080 structure-activity relationship...
  63. pmc Mycobacterium avium glycopeptidolipids require specific acetylation and methylation patterns for signaling through toll-like receptor 2
    Lindsay Sweet
    Department of Biological Sciences, Eck Center for Global Health and Infectious Disease, University of Notre Dame, Indiana 46556, USA
    J Biol Chem 283:33221-31. 2008
    ..These experiments illustrate how subtle changes in a complex TLR2 ligand can alter its affinity for this important receptor, and suggest that M. avium could potentially modify its GPL structure to limit its interaction with TLR2...
  64. pmc Modulation of deoxysugar transfer by the elloramycin glycosyltransferase ElmGT through site-directed mutagenesis
    Angelina Ramos
    Departamento de Biología Funcional e Instituto Universitario de Oncología del Principado de Asturias IUOPA, Universidad de Oviedo, 33006 Oviedo, Spain
    J Bacteriol 191:2871-5. 2009
    ....
  65. ncbi Nucleophilic addition to 2,3-disubstituted butanal derivatives and their application to natural product synthesis
    Hidekazu Horie
    Faculty of Pharmaceutical Sciences, Toho University, Funabashi, Chiba 274 8510, Japan
    Chem Pharm Bull (Tokyo) 58:1411-8. 2010
    ..After separation of this mixture, (±)-34 and (±)-35 were separately converted to (±)-oliose (5) and (±)-boivinose (6), respectively...
  66. ncbi Glycosylation engineering of spinosyn analogues containing an L-olivose moiety
    Sabine Gaisser
    Biotica Technology Ltd, Chesterford Research Park, Cambridge, UK CB10 1XL
    Org Biomol Chem 7:1705-8. 2009
    ..Co-expression of the spinosyn glycosyl transferase SpnP in the resulting mutant endowed upon it the ability to biotransform exogenously added spinosyn aglycones to yield novel spinosyn analogues...
  67. ncbi Structure of a novel α-glucan substitute with the rare 6-deoxy-D-altrose from Lactarius lividatus (mushroom)
    Masakuni Tako
    Department of Subtropical Bioscience and Biotechnology, University of the Ryukyus, Nishiara, Okinawa 903 0213, Japan
    Carbohydr Polym 92:2135-40. 2013
    ....
  68. ncbi Stereoselective synthesis of 2-amino-2-deoxysugars: N-alkyl-D-allosamines
    Hong Min Liu
    Department of Chemistry, Zhengzhou University, Zhengzhou 450052, P R China
    Org Biomol Chem 1:1641-2. 2003
    ....
  69. pmc X-ray analysis of D-xylose isomerase at 1.9 A: native enzyme in complex with substrate and with a mechanism-designed inactivator
    H L Carrell
    Institute for Cancer Research, Fox Chase Cancer Center, Philadelphia, PA 19111
    Proc Natl Acad Sci U S A 86:4440-4. 1989
    ..A water molecule binds to C1O and C2O of the substrate and so may act as a proton donor or acceptor in the enolization of a ring-opened substrate...
  70. ncbi Lack of antifertility properties of novel halogenated glycolytic inhibitors and the urinary excretion and metabolism of 1,6-dichloro-1,6-dideoxy-D-fructofuranose in the male rat
    A R Jones
    School of Molecular and Microbial Biosciences, Discipline of Biochemistry, University of Sydney, Sydney, NSW, Australia
    Int J Androl 25:168-74. 2002
    ..By 24 h little DCF remained and the major metabolite (70%) was BCLA and 20% Cl-. The high rate of dechlorination is most likely responsible for the low antifertility action of DCF...
  71. ncbi [Determination of the D- and L-configurations of amino deoxy sugars by (S)-TBMB carboxylic acid, a fluorescent chiral derivatization reagent]
    Chen Bai
    Department of Biochemistry, School of Life Sciences, Fudan University, Shanghai 200433, China
    Sheng Wu Hua Xue Yu Sheng Wu Wu Li Xue Bao (Shanghai) 34:615-8. 2002
    ..Furthermore, a simple and highly sensitive method for the determination of the D-, L- configuration of amino deoxy sugars was developed based on the same fluorescent labeling method and reverse phase HPLC...
  72. ncbi 2-Deoxy-D-glucose accumulation in adipocytes: apparent transport discrimination between 2-deoxy-D-glucose and 3-O-methyl-D-glucose
    K A Thompson
    Department of Physiology, University of Pennsylvania, Philadelphia 19104
    Biochim Biophys Acta 1011:58-60. 1989
    ..The results are discussed in light of hypotheses advanced to explain free 2-deoxy-D-glucose accumulation in a variety of cells...
  73. ncbi Synthesis, the crystal structure, and high-resolution NMR spectroscopy of methyl 4-O-acetyl-3-azido-2,3,6-trideoxy-6-iodo-alpha-D-arabino-hexopyranoside
    Aleksandra Dabrowska
    Department of Chemistry, University of Gdansk, 18 19 Sobieski Strasse, PL 80 952 Gdansk, Poland
    Carbohydr Res 337:175-81. 2002
    ..This compound adopts the 4C(1) conformation...
  74. ncbi First preparation of spacer-linked cyclic neooligoaminodeoxysaccharides
    Guang Wu Chen
    Institut für Organische Chemie Technische Universität Clausthal, Leibnizstrasse 6 38678 Clausthal Zellerfeld, Germany
    Chemistry 8:2717-29. 2002
    ..The primary cyclization products were finally transformed into the respective cyclic neoaminodeoxyoligosaccharides 3-5 and 7 by catalytic hydrogenation and standard deprotection conditions...
  75. ncbi Formation of unusual sugars: mechanistic studies and biosynthetic applications
    Xuemei M He
    Division of Medicinal Chemistry, College of Pharmacy, and Department of Chemistry and Biochemistry, University of Texas, Austin, Texas 78712, USA
    Annu Rev Biochem 71:701-54. 2002
    ..This represents a significant progress toward our goal of searching for more potent agents against infectious diseases and malignant tumors...
  76. ncbi Structural analysis of the exopolysaccharide from Burkholderia caribensis strain MWAP71
    C Vanhaverbeke
    , , B.P.53, F-38041, Grenoble, France
    Carbohydr Res 334:127-33. 2001
    ....
  77. ncbi Separation of 6-deoxy-heptan [correction of 6-deoxy-heptane] from a smooth-type lipopolysaccharide preparation of Burkholderia pseudomallei
    Y Isshiki
    Department of Bacteriology, The Kitasato Institute, Tokyo, Japan
    FEMS Microbiol Lett 199:21-5. 2001
    ..The 6-deoxy-heptan [corrected] showed no macrophage activation, indicating that this polysaccharide was not the LPS, but one of the capsular polysaccharides of B. pseudomallei...
  78. ncbi Mechanistic studies of the biosynthesis of 3,6-dideoxyhexoses in Yersinia pseudotuberculosis. Purification and stereochemical analysis of CDP-D-glucose oxidoreductase
    Y Yu
    Department of Chemistry, University of Minnesota, Minneapolis 55455
    J Biol Chem 267:5868-75. 1992
    ..Such a mechanistic and stereochemical convergency found for all sugar oxidoreductases so far characterized suggests the presence of a common progenitor of this class of enzyme...
  79. ncbi Cloning and functional expression of a novel GDP-6-deoxy-D-talose synthetase from Actinobacillus actinomycetemcomitans
    Minna Mäki
    Department of Bacteriology and Immunology, Haartman Institute and Biomedicum, PO Box 63, FIN 00014 University of Helsinki, Helsinki, Finland
    Glycobiology 13:295-303. 2003
    ..The functional expression of gts provides another enzymatically defined pathway for the synthesis of GDP-deoxyhexoses, which can be used as donors for the corresponding glycosyltransferases...
  80. ncbi L-Rhamnulose 1-phosphate aldolase of Escherichia coli. The role of metal in enzyme structure
    N B Schwartz
    Biochemistry 13:1726-30. 1974
  81. ncbi A complete gene cluster from Streptomyces nanchangensis NS3226 encoding biosynthesis of the polyether ionophore nanchangmycin
    Yuhui Sun
    Bio X Life Science Research Center, Shanghai Jiaotong University, Shanghai 200030, China
    Chem Biol 10:431-41. 2003
    ..In-frame deletion of a KR6 domain generated the nanchangmycin aglycone with loss of 4-O-methyl-L-rhodinose and antibacterial activity, in agreement with the assignments of the PKS domains catalyzing specific biosynthetic steps...
  82. ncbi Synthesis and biological evaluation of substrate-based inhibitors of 6-phosphogluconate dehydrogenase as potential drugs against African trypanosomiasis
    Christophe Dardonville
    Welsh School of Pharmacy, Redwood Building, Cardiff University, King Edward VII Avenue, CF10 3XF, Cardiff, UK
    Bioorg Med Chem 11:3205-14. 2003
    ..The trypanocidal effect of the compounds was also evaluated in vitro against T. brucei rhodesiense as well as other related trypanosomatid parasites (i.e., Trypanosoma cruzi and Leishmania donovani)...
  83. ncbi Synthesis of specifically deoxygenated analogues of the methyl alpha-glycoside of the intracatenary monosaccharide repeating unit of the O-polysaccharide of Vibrio cholerae O:1
    M Gotoh
    NIDDK, National Institutes of Health, Section on Carbohydrates, Bethesda, MD 20892 0815
    Carbohydr Res 268:73-84. 1995
    ..Subsequent reaction with 2-O-benzyl-3-deoxy-L-glycero-tetronolactone, followed by hydrogenolysis of the formed tetronamido derivative, gave 24...
  84. ncbi Synthesis of the methyl alpha-glycosides of some isomalto-oligosaccharides specifically deoxygenated at position C-4
    E Petrakova
    NIDDK, National Institutes of Health, Bethesda, MD 20892, USA
    Carbohydr Res 279:133-50. 1995
    ....
  85. ncbi Two-step regio- and stereoselective syntheses of [19F]- and [18F]-2-deoxy-2-(R)-fluoro-beta-D-allose
    Rezwan Ashique
    Department of Nuclear Medicine, Hamilton Health Sciences, 1200 Main Street West, Hamilton, Ontario, Canada L8N 3Z5
    Carbohydr Res 341:457-66. 2006
    ..The rapid and high radiochemical yield synthesis of 2-[(18)F]FDbetaA has potential as a probe for the bioactivity of d-allose...
  86. pmc Biochemical characterization of dTDP-D-Qui4N and dTDP-D-Qui4NAc biosynthetic pathways in Shigella dysenteriae type 7 and Escherichia coli O7
    Ying Wang
    TEDA School of Biological Sciences and Biotechnology, Nankai University, 23 HongDa Street, TEDA, Tianjin 300457, People s Republic of China
    J Bacteriol 189:8626-35. 2007
    ..This study provides valuable enzyme sources for the production of dTDP-d-Qui4N and dTDP-d-Qui4NAc, which are potentially useful in the pharmaceutical industry for drug development...
  87. pmc Transferases of O-antigen biosynthesis in Salmonella enterica: dideoxyhexosyltransferases of groups B and C2 and acetyltransferase of group C2
    D Liu
    Department of Microbiology, University of Sydney, New South Wales, Australia
    J Bacteriol 177:4084-8. 1995
    ..enterica groups A and D and Yersinia pseudotuberculosis serovar IIA, respectively, by comparison...
  88. ncbi On the synthesis of the 2,6-dideoxysugar L-digitoxose
    Shannon C Timmons
    Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3
    Carbohydr Res 342:2695-704. 2007
    ..A novel, stereoselective synthetic route to efficiently access methyl 4-O-tert-butyldimethylsilyl-2,6-dideoxy-3-O-trimethylsilyl-alpha-l-ribo-hexopyranoside in 35% yield over nine facile steps is described...
  89. ncbi Synthesis of the 6-deoxytalose-containing tri- and hexasaccharides of the O-antigen polysaccharide from Mesorhizobium huakuii IFO15243T
    Guanghui Zong
    Department of Applied Chemistry, China Agricultural University, Beijing 100 193, China
    Carbohydr Res 345:2067-73. 2010
    ..The target oligosaccharides in the form of their p-methoxyphenyl glycosides are suitable for further glycoconjugate formation via selective cleavage of this group...
  90. ncbi Glycosylation inhibitors block the expression of LAV/HTLV-III (HIV) glycoproteins
    H A Blough
    Biochem Biophys Res Commun 141:33-8. 1986
    ..The reverse transcriptase was not affected by the compounds. Glycosylation inhibitors may be considered for the chemotherapy of AIDS or AIDS-related complex, or chemoprophylaxis of HIV-positive individuals...
  91. ncbi Atomic mapping of the sugar interactions in one-site and two-site mutants of cyanovirin-N by NMR spectroscopy
    Corine Sandstrom
    Department of Chemistry, Swedish University of Agricultural Sciences, P O Box 7015, SE 750 07 Uppsala, Sweden
    Biochemistry 47:3625-35. 2008
    ..the 2'- and 6'-deoxy dimannosides were recognized by CV-N, whereas no binding was detected for the 3'- and 4'-deoxy sugars. These results demonstrate that the 3'- and 4'-hydroxyl groups on the terminal residue are engaged in key polar ..
  92. ncbi Modeling of deoxy- and dideoxyaldohexopyranosyl ring puckering with MM3(92)
    W M Rockey
    Department of Chemical Engineering, Iowa State University, Ames, IA 50011, USA
    Carbohydr Res 335:261-73. 2001
    ..MM3(92) appears to overstate the prevalence of the equatorial beta anomer in all three deoxyhexoses, as earlier found with fully oxygenated aldohexopyranoses...
  93. ncbi Neither adrenergic nor cholinergic antagonists in the central nervous system affect 2-deoxy-D-glucose(2-DG)-induced hyperglycemia
    A Iguchi
    Third Department of Internal Medicine, Nagoya University School of Medicine, Japan
    Brain Res 510:321-5. 1990
    ..From this evidence we concluded that neither brain adrenoceptive nor cholinoceptive neurons are involved in the regulation of 2-DG-induced hyperglycemia...
  94. ncbi Local glucose utilization changes caused by subarachnoid contrast media in the rabbit
    S E Ekholm
    Department of Radiology, University of Rochester Medical Center, New York
    Acta Radiol 31:209-12. 1990
    ..Iohexol and the control CSF solution did not cause significant effects. The results appear to indicate that iohexol has less effect on brain tissue glucose metabolism than either metrizamide or the new non-ionic dimer iodixanol...
  95. ncbi Elimination of contaminant Kryptofix 2.2.2 in the routine production of 2-[18F]fluoro-2-deoxy-D-glucose
    S M Moerlein
    Edward Mallinckrodt Institute of Radiology, Washington University School of Medicine, St Louis, MO 63110
    Int J Rad Appl Instrum A 40:741-3. 1989
    ..A thin-layer chromatographic system for the clinical screening of the radiochemical and chemical purity of this radiopharmaceutical is described...
  96. ncbi [Elucidation of structure of lipid A from the marine Gram-negative bacterium Pseudoalteromonas haloplanktis ATCC 14393T]
    I N Krasikova
    Bioorg Khim 30:409-16. 2004
    ....
  97. ncbi Trimethylsilylnitrate-trimethylsilyl azide: a novel reagent system for the synthesis of 2-deoxyglycosyl azides from glycals. Application in the synthesis of 2-deoxy-beta-N-glycopeptides
    B Gopal Reddy
    Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208 016, India
    J Org Chem 69:2630-3. 2004
    ..reagent system comprising Me(3)SiN(3) and 20 mol % of Me(3)SiONO(2) permits conversion of glycals to 1-azido 2-deoxy sugars in one step in fair to good yields. Galactals offer higher stereoselectivities than do the glucals...
  98. ncbi Synthesis of N3,5'-cyclo-4-(beta-D-ribofuranosyl)-vic-triazolo[4,5-b]pyridin-5-one and its 3'-deoxysugar analogue as potential anti-hepatitis C virus agents
    Peiyuan Wang
    Department of Chemistry, Pharmasset, Inc, Tucker, GA 30084, USA
    Nucleosides Nucleotides Nucleic Acids 24:957-60. 2005
    ..It showed anti-HCV activity with EC50= 19.7 microM in replicon cells. Its 3'-deoxy sugar analogue was also synthesized, but was inactive against HCV in vitro...
  99. ncbi Structural studies on C-2 substitution in a new set of synthetic aminodideoxy sugars: the steric bulk at C-2 influences the puckering of the pyranose ring
    Chiravakkattu G Suresh
    Division of Biochemical Sciences, National Chemical Laboratory, Pune 411 008, India
    Carbohydr Res 337:1507-12. 2002
    ..The observed variation in pyranose ring conformations in product compounds is explained in terms of C-2 substitution...
  100. ncbi Thymidine diphosphate-6-deoxy-L-lyxo-4-hexulose reductase synthesizing dTDP-6-deoxy-L-talose from Actinobacillus actinomycetemcomitans
    Y Nakano
    Department of Preventive Dentistry, Faculty of Dentistry, Kyushu University, 3 1 1 Maidashi, Higashi ku, Fukuoka 812 8582, Japan
    J Biol Chem 275:6806-12. 2000
    ..Neither the gene for dTDP-6-deoxy-L-talose biosynthesis nor its corresponding protein product has been found in other bacteria; this biosynthetic pathway is identified here for the first time...
  101. ncbi Biosynthetic studies on the alpha-glucosidase inhibitor acarbose: the chemical synthesis of dTDP-4-amino-4,6-dideoxy-alpha-D-glucose
    Simeon G Bowers
    Department of Chemistry, University of Washington, Box 351700, Seattle, WA 98195 1700, USA
    Carbohydr Res 337:297-304. 2002
    ..Subsequent removal of the benzyl protecting groups and reduction of the azide by hydrogenation and coupling with an activated nucleoside phosphate gave dTDP-4-amino-4,6-dideoxy-alpha-D-glucose...

Research Grants5

  1. GLYCOSYLATION OF POLYKETIDES BY A GLYCOSYLTRANSFERASE
    PAUL SHELDON; Fiscal Year: 2000
    ..Its specificity toward polyketide aglycones of different ring sizes and structures as well as five deoxy sugars will be studied in detail. Its ability to glycosylate a ketolide library will be tested...
  2. C-C & C-N Bond Formation in Unusual Sugar Biosynthesis
    Hung wen Liu; Fiscal Year: 2007
    ..Overall, our results are expected to make a significant contribution to the fundamentals of enzyme chemistry and possibly impact pharmaceutical biotechnology. ..
  3. MECHANISMS OF BIOSYNTHETIC FORMATION OF DEOXY SUGARS
    Hung wen Liu; Fiscal Year: 2008
    ..Therefore, our anticipated results should make a significant contribution to the broad field of bioorganic mechanistic enzymology and have possible impact on pharmaceutical biotechnology. ..
  4. Exocyclic C-C Modifications of Aromatic Polyketides
    JON THORSON; Fiscal Year: 2008
    ..A particular focus of the final diversification strategies presented will be focused upon conjugation of these highly reactive antitumor antibiotics with known tumor-directing peptides. ..
  5. MECHANISTIC STUDIES OF PROKARYOTIC MANNOSYLTRANSFERASES
    JON THORSON; Fiscal Year: 2002
    ....