NMR Spectroscopic Elucidation of the Structure of a Glycerol Teichoic Acid-Like O-Specific Polysaccharide of the Bacterium Hafnia alvei Strain PCM 1199
G. V. Zatonskii,1 N. A. Kocharova,1 E. Katzenellenbogen,2 A. S. Shashkov,1 and Yu. A. Knirel1,3
1Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 117913 Russia; fax: (095) 135-5328; E-mail: knirel@ioc.ac.ru2L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 53-114 Wroclaw, ul. Wiegla 12; fax: (48-71) 67-9111.
3To whom correspondence should be addressed.
Submitted August 18, 1997.
The structure of the acidic O-specific polysaccharide of a Gram-negative bacterium, H. alvei strain PCM 1199, was studied by NMR spectroscopy including two-dimensional correlation spectroscopy (COSY), total correlation spectroscopy (TOCSY), nuclear Overhauser effect spectroscopy (NOESY), 1H,13C heteronuclear single-quantum coherence (HSQC), 1H,13C heteronuclear multiple-bond correlation (HMBC), and one-dimensional 1H,31P heteronuclear multiple-quantum coherence (HMQC) experiments. It was found that the polysaccharide contains D-galactose, 2-acetamido-2-deoxy-D-glucose, 4-acetamido-4,6-dideoxy-D-glucose, glycerol, and phosphate in the ratios 1:2:1:1:1, as well as O-acetyl groups in non-stoichiometric amounts. The polysaccharide is similar in structure to teichoic acids of Gram-positive bacteria and has the following structure of the repeating unit:
The O-specific polysaccharide of H. alvei PCM 1199 is structurally related to another teichoic acid-like O-specific polysaccharide of H. alvei PCM 1205 studied by us earlier.
KEY WORDS: lipopolysaccharide, O-antigen, bacterial polysaccharide, structure, glycerol phosphate, NMR spectroscopy, Hafnia alvei.
