Synthesis of beta-(1-->6)-linked glucosamine oligosaccharides corresponding to fragments of the bacterial surface polysaccharide poly-N-acetylglucosamine

Marina L Gening; Yury E Tsvetkov; Gerald B Pier; Nikolay E Nifantiev

doi:10.1016/j.carres.2006.08.010

Synthesis of beta-(1-->6)-linked glucosamine oligosaccharides corresponding to fragments of the bacterial surface polysaccharide poly-N-acetylglucosamine

Carbohydr Res. 2007 Feb 26;342(3-4):567-75. doi: 10.1016/j.carres.2006.08.010. Epub 2006 Sep 6.

Authors

Marina L Gening¹, Yury E Tsvetkov, Gerald B Pier, Nikolay E Nifantiev

Affiliation

¹ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, 119991 Moscow, Russia.

PMID: 16952342
DOI: 10.1016/j.carres.2006.08.010

Abstract

A series of 3-beta-acetamidopropyl oligo-beta-(1-->6)-glucosamines consisting of 5, 7, 9 and 11 glucosamine residues, and a series of corresponding per-N-acetylated derivatives were synthesized using a convergent blockwise approach. These compounds represent fragments of a bacterial surface polysaccharide produced by numerous bacterial pathogens, including Staphylococcus aureus, and will be used as models for its biochemical and immunological properties.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Acetylglucosamine / chemical synthesis*
Acetylglucosamine / chemistry
Carbohydrate Sequence
Glucosamine / analogs & derivatives*
Glucosamine / chemical synthesis*
Molecular Sequence Data
Oligosaccharides / chemical synthesis*

Substances

Oligosaccharides
poly-N-acetyl glucosamine
Glucosamine
Acetylglucosamine

Grants and funding

R01 AI46706/AI/NIAID NIH HHS/United States