Structural elucidation of two capsular polysaccharides from one strain of Bacteroides fragilis using high-resolution NMR spectroscopy: Biochemistry

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TypeArticle
Journal titleBiochemistry
Volume31
Issue16
Pages40814089; # of pages: 9
Subjectanalysis; ANTIGEN; Antigens; bacterial; Bacteroides fragilis; BACTEROIDES-FRAGILIS; CALCULATION; CALCULATIONS; Canada; capsular polysaccharide; capsular polysaccharides; capsule; Carbohydrate Conformation; Carbohydrate Sequence; chemical; chemistry; CONFIGURATION; ELUCIDATION; Galactose; HIGH-RESOLUTION; isolation & purification; Magnetic Resonance Spectroscopy; Molecular Sequence Data; Molecular Structure; NMR; NMR spectroscopy; NMR-spectroscopy; POLYSACCHARIDE; Polysaccharides; Polysaccharides,Bacterial; REPEATING UNIT; Repetitive Sequences,Nucleic Acid; SPECTROSCOPY; STRAIN; STRUCTURAL; structural elucidation; structure; SUBSTITUENT; theoretical; UNIT
AbstractThe capsule of Bacteroides fragilis is unusual in that it consists of two distinct capsular polysaccharides. Using a combination of high-resolution NMR spectroscopy, theoretical calculations, and as few chemical procedures as required, the structure of both polysaccharide antigens (polysaccharides A and B) was elucidated. Using the above procedures, it was possible to obtain the complete structures using minimal quantities of polysaccharides A and B (8 and 5 mg, respectively). Only small amounts of each subjected to chemical analysis were not recoverable. Polysaccharide A is composed of the following repeating unit: [----3)alpha-D-AATp(1----4)[beta-D-Galf(1----3)]alpha-D- GalpNAc(1----3)beta-D-Galp(1----], where AAT is 2-acetamido-4-amino-2,4,6-trideoxygalactose. A pyruvate substituent having the R configuration spans O-4 and O-6 of the beta-D-galactopyranosyl residue. Polysaccharide B is composed of the following repeating unit: [----4)alpha-L-QuipNAc(1----3)beta-D-QuipNAc(1----4)[alpha-L - Fucp(1----2)beta-D-GalpA(1----3)beta-D-GlcpNAc(1----3)]alpha -D-Galp(1----]. A 2-aminoethylphosphonate substituent is situated on O-4 of the N-acetyl-beta-D-glucopyranosyl residue
Publication date
LanguageEnglish
AffiliationNRC Institute for Biological Sciences; National Research Council Canada
Peer reviewedNo
NRC numberBAUMANN1992
NPARC number9358947
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Record identifier0ac0b229-ca3b-4717-ac08-6854f2f624f9
Record created2009-07-10
Record modified2016-05-09
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