Found 2 structures.
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1. Compound ID: 1847
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b-D-Glcp-(1-6)-+
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a-Neup5Ac9Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-D-Gal |
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Structure type: oligomer
Trivial name: CPS repeating unit
Contained glycoepitopes: IEDB_130646,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136095,IEDB_136794,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142344,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149139,IEDB_149142,IEDB_149174,IEDB_150933,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_241113,IEDB_423120,IEDB_983931,SB_115,SB_116,SB_131,SB_165,SB_166,SB_170,SB_171,SB_172,SB_173,SB_187,SB_192,SB_195,SB_30,SB_39,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 583
Lewis AL, Nizet V, Varki A "Discovery and characterization of sialic acid O-acetylation in group B Streptococcus" -
Proceedings of the National Academy of Sciences of the USA 101(30) (2004) 11123-11128
Group B Streptococcus (GBS) is the leading cause of human neonatal sepsis and meningitis. The GBS capsular polysaccharide is a major virulence factor and the active principle of vaccines in phase II trials. All GBS capsules have a terminal α 2-3-linked sialic acid [N-acetylneuraminic acid (Neu5Ac)], which interferes with complement-mediated killing. We show here that some of the Neu5Ac residues of the GBS type III capsule are O-acetylated at carbon position 7, 8, or 9, a major modification evidently missed in previous studies. Data are consistent with initial O-acetylation at position 7, and subsequent migration of the O-acetyl ester at positions 8 and 9. O-acetylation was also present on several other GBS serotypes (Ia, Ib, II, V, and VI). Deletion of the CMP-Neu5Ac synthase gene neuA by precise, in-frame allelic replacement gave intracellular accumulation of O-acetylated Neu5Ac, whereas overexpression markedly decreased O-acetylation. Given the known GBS Neu5Ac biosynthesis pathway, these data indicate that O-acetylation occurs on free Neu5Ac, competing with the CMP-Neu5Ac synthase. O-acetylation often generates immunogenic epitopes on bacterial capsular polysaccharides and can modulate human alternate pathway complement activation. Thus, our discovery has important implications for GBS pathogenicity, immunogenicity, and vaccine design.
capsular polysaccharide, O-acetylation, roup B Streptococcus, Neuraminic Acids
NCBI PubMed ID: 15263085Journal NLM ID: 7505876Publisher: National Academy of Sciences
Correspondence: varkiadmin@ucsd.edu
Institutions: Division of Biological Sciences, Glycobiology Research and Training Center, University of California at San Diego, La Jolla, CA 92093-0687, USA
Methods: PCR, ELISA, ESI-MS, MALDI-TOF MS, HPLC
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2. Compound ID: 14717
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a-D-Fucp-(1-3)-a-D-Manp-(1-3)-+ R-Pyr-(2-4:2-6)-+
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-2)-a-D-Fucp-(1-2)-a-D-Glcp-(1-3)-a-D-Galp-(1-3)-a-D-Fucp-(1-3)-a-D-Fucp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: EPS
Contained glycoepitopes: IEDB_115015,IEDB_130701,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_142489,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_149135,IEDB_151528,IEDB_151770,IEDB_151771,IEDB_152206,IEDB_190606,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_7,SB_72,SB_86
The structure is contained in the following publication(s):
- Article ID: 5791
Knirel YA, Van Calsteren M "Bacterial exopolysaccharides" -
Book: Comprehensive Glycoscience: From Chemistry to Systems Biology. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering (2021) 1-75
Bacterial extracellular polysaccharides are known as a cell-bound capsule, a sheath, or a slime, which is excreted into the environment. They play an important role in virulence of medical bacteria and plant-to-symbiont interaction and are used for serotyping of bacteria and production of vaccines. Some exopolysaccharides have commercial applications in industry, and claims of health benefits have been documented for an increasing number of them. Exopolysaccharides have diverse composition and structure, and some contain sugar and non-sugar components that are found in bacterial carbohydrates only. The present article provides an updated collection of the data on exopolysaccharides of various classes of gram-negative and gram-positive bacteria reported until the end of 2019. When known, biosynthesis pathways of exopolysaccharides are treated in a summary manner. References are made to structure and biosynthesis relatedness between exopolysaccharides of different bacterial taxa as well as between bacterial polysaccharides and mammalian glycosaminoglycans.
polysaccharide structure, Gram-negative bacteria, capsule, Biofilm, polysaccharide biosynthesis, gram-positive bacteria, Monosaccharide composition, Bacterial exopolysaccharide, non-sugar component
Publication DOI: 10.1016/B978-0-12-819475-1.00005-5Publisher: Elsevier
Correspondence: marie-rose.vancalsteren@canada.ca; yknirel@gmail.com
Editors: Barchi J, Kamerling H
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Saint-Hyacinthe Research and Development Centre, Agriculture and Agri-Food Canada, Saint-Hyacinthe, QC, Canada
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