Structural Studies

A New Polymer of 8,9-Di-O-Glucosylated 2-Keto-3-Deoxy-D-Glycero-D-Galacto-Nonulosonic Acid from a Cell Wall of Brevibacterium casei ACM Ac-2114T

N. V. Potekhina1#, L. I. Evtushenko2, S. N. Senchenkova3 and A. S. Shashkov3

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1Biological Faculty, Moscow State University, Vorob’evy gory, Moscow, 119992, Russia;
2All-Russia Collection of Microorganisms, Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow oblast, 142292, Russia;
3Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia

Received: April 16, 2006; in final form: June 5, 2006

Abstract. A polysaccharide containing the residues of 2-keto-3-deoxy-D-glycero-D-galacto-nonulosonic acid (Kdn) was found in the cell wall of the Brevibacterium casei strain ACM Ac-2114T. The polymer structure was elucidated by analyzing one-dimensional spectra of 1H and 13C NMR and bidimentional experiments 1H/1H-COSY, TOCSY, 1H/13C-gHSQC, and 1H/13C-gHMBC. The polymer is built up of the 2→4-linked Kdn residues substituted by β-D-Glcp residues at 8- and 9-hydroxyls; such a polymer with disubstituted Kdn residues was found for the first time. A glycosylated teichoic acid of the 1,3-poly(glycerolphosphate) type was also identified among other anionic polymers of cell wall.

Key words: Brevibacterium, 3-deoxy-D-glycero-D-galactonon-2-ulosonic acid, Kdn, NMR spectroscopy, teichoic acids

Russian Journal of Bioorganic Chemistry 2007, 33 (1): 66-72