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• W2091447158 endingPage "1039" @default.
• W2091447158 startingPage "1029" @default.
• W2091447158 abstract "For the first time, an oligosaccharide has been prepared comprising the lipid A backbone, the core oligosaccharide and one repeating unit of the O‐specific polysaccharide (O‐chain) of a lipopolysaccharide. Lipopolysaccharide from Vibrio cholerae strain H11 (non‐O1) was deacylated and the products were separated by high‐performance anion‐exchange chromatography. Major fractions were a hexadecasaccharide trisphosphate 1 , representing the core‐lipid A oligosacccharide substituted by one modified repeating unit of the O‐antigenic polysaccharide, a dodecasaccharide trisphosphate 2 and an undecasaccharide trisphosphate 3 , representing the core‐lipid A region. Oligosaccharide 1 originated from β‐elimination upon alkaline hydrolysis of α‐galacturonic acid of the O‐chain; oligosaccharides 2 and 3 were most likely obtained from naturally occurring lipopolysaccharide species carrying no O‐chain. The structures of these compounds were elucidated on the basis of monosaccharide composition, and NMR investigations comprising correlation spectroscopy, total correlation spectroscopy and nuclear Overhauser enhancement spectroscopy experiments, as well as heteronuclear 13 C, 1 H correlation spectroscopy. The structures are as follows: image where R is β L‐ threo ‐hex‐4‐enuronopyranosyl‐(1–4)‐α‐Neu‐(2–3)‐β‐GalA‐(1–3)‐β‐QuiN‐(1–4)‐β‐Sed f ‐(2‐ in 1 , β‐Sed f ‐(2‐ in 2 , and H in 3 . Where not stated otherwise, sugars are pyranoses of the D‐series. Hep is L‐ glycero ‐D‐ manno ‐heptose, QuiN is 2‐amino‐2,6‐dideoxy‐glucose, Kdo is 3‐deoxy‐D‐ manno ‐2‐octulosonic acid, Sed is D‐ altro ‐heptulose and GalA is galacturonic acid." @default.
• W2091447158 created "2016-06-24" @default.
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• W2091447158 date "1994-11-01" @default.
• W2091447158 modified "2023-10-11" @default.
• W2091447158 title "Isolation and Structural Analysis of Oligosaccharide Phosphates Containing the Complete Carbohydrate Chain of the Lipopolysaccharide from Vibrio cholerae Strain H11 (Non-O1)" @default.
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• W2091447158 doi "https://doi.org/10.1111/j.1432-1033.1994.1029b.x" @default.
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