Conformational Study of a Tetraacyl Biosynthetic Precursor of Lipid A by NMR

During the course of a conformational study of lipid A, which is a bioactive entity of lipopolysaccharide of the Gram-negative bacterial cell surface, the molecular conformation of its tetraacyl biosynthetic precursor in dimethyl sulfoxide was unambiguously determined by means of NMR using both 6-13...

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Published inBulletin of the Chemical Society of Japan Vol. 74; no. 8; pp. 1455 - 1461
Main Authors Oikawa, Masato, Shintaku, Tetsuya, Yoshizaki, Hiroaki, Fukase, Koichi, Adachi, Seiji, Lee, Keonil, Kusumoto, Shoichi
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.08.2001
Chemical Society of Japan
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Summary:During the course of a conformational study of lipid A, which is a bioactive entity of lipopolysaccharide of the Gram-negative bacterial cell surface, the molecular conformation of its tetraacyl biosynthetic precursor in dimethyl sulfoxide was unambiguously determined by means of NMR using both 6-13C-labeled and nonlabeled synthetic specimens. The conformation of the hydrophilic moiety was determined by an NMR analysis based on the spin-coupling constants and nuclear Overhauser enhancement data around the glycosidic linkage. The whole molecular shape of the glycolipid was then elaborated with the aid of molecular mechanics calculations.
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ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.74.1455