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Xiang DF, Xu M, Ghosh MK, Raushel FM
Metabolic Pathways for the Biosynthesis of Heptoses Used in the Construction of Capsular Polysaccharides in the Human Pathogen Campylobacter jejuni
Biochemistry 62(21) (2023)
3145-3158
Campylobacter jejuni HS:15
(Ancestor NCBI TaxID 197,
species name lookup)
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11:
XN4Q5 
]
NCBI PubMed ID: 37890137Publication DOI: 10.1021/acs.biochem.3c00390Journal NLM ID: 0370623Publisher: American Chemical Society
Correspondence: F.M. Raushel <raushel
tamu.edu>
Institutions: Department of Chemistry, Texas A&M University, College Station, Texas 77843, United States
Campylobacter jejuni is the leading cause of food poisoning in North America. The exterior surface of this bacterium is coated with a capsular polysaccharide (CPS) that consists of a repeating sequence of 2-5 different carbohydrates that is anchored to the outer membrane. Heptoses of various configurations are among the most common monosaccharides that have been identified within the CPS. It is currently thought that all heptose variations derive from the modification of GDP-d-glycero-α-d-manno-heptose (GMH). From the associated gene clusters for CPS biosynthesis, we have identified 20 unique enzymes with different substrate profiles that are used by the various strains and serotypes of C. jejuni to make six different stereoisomers of GDP-6-deoxy-heptose, four stereoisomers of GDP-d-glycero-heptoses, and two stereoisomers of GDP-3,6-dideoxy-heptoses starting from d-sedoheptulose-7-phosphate. The modification enzymes include a C4-dehydrogenase, a C4,6-dehydratase, three C3- and/or C5-epimerases, a C3-dehydratase, eight C4-reductases, two pyranose/furanose mutases, and four enzymes for the formation of GMH from d-sedoheptulose-7-phosphate. We have mixed these enzymes in different combinations to make novel GDP-heptose modifications, including GDP-6-hydroxy-heptoses, GDP-3-deoxy-heptoses, and GDP-3,6-dideoxy-heptoses.
biosynthesis, capsular polysaccharide, Campylobacter jejuni, modification, 6-deoxy-heptose
Structure type: polymer chemical repeating unit
Location inside paper: Fig. 1A, HS:15
Compound class: CPS
Contained glycoepitopes: IEDB_136907,IEDB_178410
Methods: 1H NMR, kinetics assays, ESI-MS, enzyme assay, bioinformatic analysis, enzymatic synthesis, isolation, protein expression, sequence similarity network
Related record ID(s): 27066
NCBI Taxonomy refs (TaxIDs): 197Reference(s) to other database(s): GTC:G96134AE
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Xiang DF, Xu M, Ghosh MK, Raushel FM
Metabolic Pathways for the Biosynthesis of Heptoses Used in the Construction of Capsular Polysaccharides in the Human Pathogen Campylobacter jejuni
Biochemistry 62(21) (2023)
3145-3158
Campylobacter jejuni HS:19
(Ancestor NCBI TaxID 197,
species name lookup)
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11:
XN4Q5 ]
NCBI PubMed ID: 37890137Publication DOI: 10.1021/acs.biochem.3c00390Journal NLM ID: 0370623Publisher: American Chemical Society
Correspondence: F.M. Raushel <raushel
tamu.edu>
Institutions: Department of Chemistry, Texas A&M University, College Station, Texas 77843, United States
Campylobacter jejuni is the leading cause of food poisoning in North America. The exterior surface of this bacterium is coated with a capsular polysaccharide (CPS) that consists of a repeating sequence of 2-5 different carbohydrates that is anchored to the outer membrane. Heptoses of various configurations are among the most common monosaccharides that have been identified within the CPS. It is currently thought that all heptose variations derive from the modification of GDP-d-glycero-α-d-manno-heptose (GMH). From the associated gene clusters for CPS biosynthesis, we have identified 20 unique enzymes with different substrate profiles that are used by the various strains and serotypes of C. jejuni to make six different stereoisomers of GDP-6-deoxy-heptose, four stereoisomers of GDP-d-glycero-heptoses, and two stereoisomers of GDP-3,6-dideoxy-heptoses starting from d-sedoheptulose-7-phosphate. The modification enzymes include a C4-dehydrogenase, a C4,6-dehydratase, three C3- and/or C5-epimerases, a C3-dehydratase, eight C4-reductases, two pyranose/furanose mutases, and four enzymes for the formation of GMH from d-sedoheptulose-7-phosphate. We have mixed these enzymes in different combinations to make novel GDP-heptose modifications, including GDP-6-hydroxy-heptoses, GDP-3-deoxy-heptoses, and GDP-3,6-dideoxy-heptoses.
biosynthesis, capsular polysaccharide, Campylobacter jejuni, modification, 6-deoxy-heptose
Structure type: polymer chemical repeating unit
Location inside paper: Fig. 1B, HS:19
Trivial name: hyaluronic acid-type CPS
Compound class: O-polysaccharide, O-antigen, CPS
Contained glycoepitopes: IEDB_115136,IEDB_135813,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_151527,IEDB_151531,IEDB_231709,IEDB_423153
Methods: 1H NMR, kinetics assays, ESI-MS, enzyme assay, bioinformatic analysis, enzymatic synthesis, isolation, protein expression, sequence similarity network
Related record ID(s): 22339
NCBI Taxonomy refs (TaxIDs): 197
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There is only one chemically distinct structure:
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