Open AccessStructural Characterization of an Oligosaccharide Made by Neisseria sicca
Author(s) -
Ellen T. O'Connor,
Hui Zhou,
Kevin Bullock,
Karen V. Swanson,
J. McLeod Griffiss,
Ver N. Reinhold,
Clinton Miller,
Daniel C. Stein
Publication year - 2009
Publication title -
journal of bacteriology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.652
H-Index - 246
eISSN - 1067-8832
pISSN - 0021-9193
DOI - 10.1128/jb.01433-08
Subject(s) - disaccharide , rhamnose , biochemistry , electrospray ionization , mass spectrometry , biology , oligosaccharide , glycoside hydrolase , chemistry , chromatography , polysaccharide , enzyme
Neisseria sicca 4320 expresses two carbohydrate-containing components with sodium dodecyl sulfate-polyacrylamide gel electrophoresis mobilities that resemble those of lipooligosaccharide and lipopolysaccharide. Using matrix-assisted laser desorption ionization—time of flight and electrospray ionization mass spectrometry, we characterized a disaccharide carbohydrate repeating unit expressed by this strain. Gas chromatography identified the sugars composing the unit as rhamnose andN -acetyl-d -glucosamine. Glycosidase digestion confirmed the identity of the nonreducing terminal sugar of the disaccharide and established its β-anomeric configuration. Mass spectrometry analysis and lectin binding were used to verify the linkages within the disaccharide repeat. The results revealed that the disaccharide repeat is [-4) β-l -rhamnose (1-3) β-N -acetyl-d -glucosamine (1-] with anN -acetyl-d -glucosamine nonreducing terminus. This work is the first structural characterization of a molecule that possesses rhamnose in the genusNeisseria .