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1. (Article ID: 1562)
 
Senchenkova SN, Shashkov AS, Knirel YA, Ahmed M, Mavridis A, Rudolph K
Structure of the O-polysaccharide of Erwinia carotovora ssp. atroseptica GSPB 9205, containing a new higher branched monosaccharide
Izvestiia Akademii Nauk SSSR. Seriia khimicheskaia = Russian chemical bulletin [Russian] 54 (2005) 1276-1281
 

An O-polysaccharide was prepared by mild acid hydrolysis of a lipopolysaccharide of Erwinia carotovora ssp. atroseptica GSPB 9205 and was found to contain a new higher branched monosaccharide, viz., 3,6,8-trideoxy-4-C-(R-1-hydroxyethyl)-D-gulo-octose, which we called erwiniose. The structure of the pentasaccharide repeating unit of the O-polysaccharide was established by monosaccharide analysis, including the determination of absolute configurations, methylation analysis, O-deacetylation, Smith degradation, and one- and two-dimensional NMR spectroscopy. The configuration of erwiniose was determined based on the coupling constants of vicinal protons combined with the nuclear Overhauser effect data and the results of periodate oxidation of the polysaccharide followed by reduction of the resultant 4-keto sugar (the C(1)—C(4)—C(1?)—C(2?) fragment) to give 3,6-dideoxy-D-ribo-hexose (paratose) and oxidation of 3-hydroxybutyraldehyde (the C(5)—C(8) fragment) to give R-3-hydroxybutyric acid.

Lipopolysaccharide, Erwinia, polysaccharide structure determination, higher branched monosaccharide

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