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Kilcoyne, M,Perepelov, A,Shashkov, AS,Nazarenko, EL,Ivanova, EP,Gorshkova, NM,Gorshkova, RP,Savage, AV
Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582(T) containing N-epsilon-[(S)-1-carboxyethyl]-N alpha-(D-galacturonoyl)-L-lysine
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Shewanella fidelis lipopolysaccharide structure NMR spectroscopy bacterial polysaccharide marine bacterium alaninolysine D-GALACTURONIC ACID C-13-NMR DATA L-THREONINE LIPOPOLYSACCHARIDE MONOSACCHARIDES IDENTIFICATION CONFIGURATION AMIDE
The O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of the marine bacterium Shewanella fidelis type strain KMM 3582 T and studied by sugar analysis along with H-1 and C-13 NMR spectroscopy including one-dimensional NOE in difference mode and two-dimensional experiments. The polysaccharide was found to consist of linear tetrasaccharide repeating units containing N-epsilon-[(S)-1-carboxyethyl]-N-alpha-(D-galacturonoyl)-L-lysine and having the following structure:[GRAPHICS]The amide Of D-galacturonic acid with N'-[(S)-1-carboxyethyl]-L-lysine ('alaninolysine', 2S,8S-AlaLys) was found for the first time in nature as a component of the O-specific polysaccharide of Providencia rustigianii O14 (Carbohydr. Res. 2003, 338, 1009-1016). (C) 2004 Elsevier Ltd. All rights reserved.
DOI 10.1016/j.carres.2004.04.003
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