STRUCTURE OF THE O-SPECIFIC POLYSACCHARIDE OF HAFNIA ALVEI PCM 1222 CONTAINING 2-AMINOETHYL PHOSPHATE

F.V. Toukach^a, A.S. Shashkov^a, E. Katzenellenbogen^b, N.A. Kocharova^a, A. Czarny^b, Y.A. Knirel^a*, E. Romanowska^b, N.K. Kochetkov^a

^aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
^bL. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland

KEYWORDS: Hafnia alvei; O-Antigen; Bacterial polysaccharide, structure; Lipopolysaccharide; Enterobacteria; 2-Aminoethyl phosphate

Carbohydrate Research, 1996, v. 295, pp. 117-126

The O-specific polysaccharide of H. alvei strain PCM 1222 has a branched hexasaccharide repeating unit containing D-galactose, L-rhamnose, D-ribose, D galacturonic acid, and 2-acetamido-2-deoxy-D-glucose in the ratios 1:2:1:1:1, as well as 2-aminoethyl phosphate (EtNP) and O-acetyl groups in nonstoichiometric amounts. The polysaccharide was modified by carboxyl reduction, O-deacetylation, and dephosphorylation with 48% hydrofluoric acid, the last reaction being accompanied by removal of the lateral residue of b-galactofuranose. The modified polysaccharides were studied by methylation analysis and ¹H and ¹³C NMR spectroscopy, including 2D correlation spectroscopy (COSY), H detected ¹H,¹³C and ¹H,³¹P heteronuclear multiple-quantum coherence (HMQC), 1D NOE, 2D rotating-frame NOE spectroscopy (ROESY), and 2D combined total correlation spectroscopy (TOCSY) and ROESY (TORO). The following structure of the O-deacetylated polysaccharide was established:

   bDGalf    40%PEtN
     |3         |3
-2)aLRhap(1-2)aLRhap(1-2)bRibf(1-4)aDGalpA(1-3)aDGlcpNAc(1-

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