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Journal of Bacteriology, May 2009, p. 3311-3320, Vol. 191, No. 10
0021-9193/09/$08.00+0     doi:10.1128/JB.01433-08
Copyright © 2009, American Society for Microbiology. All Rights Reserved.

Structural Characterization of an Oligosaccharide Made by Neisseria sicca {triangledown}

Ellen T. O'Connor,1 Hui Zhou,2 Kevin Bullock,2 Karen V. Swanson,1,3 J. McLeod Griffiss,3 Vernon N. Reinhold,2 Clinton J. Miller,1 and Daniel C. Stein1*

Department of Cell Biology and Molecular Genetics, University of Maryland, College Park, Maryland 20742,1 Department of Chemistry, University of New Hampshire, Durham, New Hampshire 03824,2 Department of Laboratory Medicine and Veterans Affairs Medical Center, University of California San Francisco, San Francisco, California 941213

Received 13 October 2008/ Accepted 27 February 2009

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 and N-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 an N-acetyl-D-glucosamine nonreducing terminus. This work is the first structural characterization of a molecule that possesses rhamnose in the genus Neisseria.

* Corresponding author. Mailing address: Department of Cell Biology and Molecular Genetics, University of Maryland, College Park, MD 20742. Phone: (301) 405-5448. Fax: (301) 314-9489. E-mail: dcstein{at}umd.edu

{triangledown} Published ahead of print on 6 March 2009.

Journal of Bacteriology, May 2009, p. 3311-3320, Vol. 191, No. 10
0021-9193/09/$08.00+0     doi:10.1128/JB.01433-08
Copyright © 2009, American Society for Microbiology. All Rights Reserved.





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