G.l.c.-m.s. of partially methylated and acetylated derivatives of l- glycero- d- manno- and d- glycero- d- manno-heptopyranoses and -heptitols

Methylated or acetylated heptopyranose derivatives were prepared variously from l- glycero- d- manno- and d- glycero- d- manno-heptopyranose, O- l- glycero- a- d- manno-heptopyranosyl-(1 → 3)- l- glycero- d- manno-heptopyranose, O- l- glycero- a- d- manno-heptopyranosyl-(1 → 7)- l- glycero- d- manno...

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Bibliographic Details
Published in:Carbohydrate research 1990-09, Vol.204, p.1-9
Main Authors: Holst, Otto, Brade, Helmut, Dziewiszek, Krzysztof, Zamojski, Aleksander
Format: Article
Language:English
Subjects:
Acetylation
Carbohydrate Sequence
Disaccharides - chemistry
Gas Chromatography-Mass Spectrometry
Heptoses - chemistry
Methylation
Molecular Sequence Data
Molecular Structure
Stereoisomerism
Sugar Alcohols - chemistry
Trisaccharides - chemistry
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Summary:Methylated or acetylated heptopyranose derivatives were prepared variously from l- glycero- d- manno- and d- glycero- d- manno-heptopyranose, O- l- glycero- a- d- manno-heptopyranosyl-(1 → 3)- l- glycero- d- manno-heptopyranose, O- l- glycero- a- d- manno-heptopyranosyl-(1 → 7)- l- glycero- d- manno-heptopyranose, and O- l- glycero- a- d- manno-heptopyranosyl-(1 → 7)- O- l- glycero- a- d- manno-heptopyranosyl-(1 → 3)- l- glycero- d- manno-heptopyranose, which are structural elements of the heptose region of enterobacterial lipopolysaccharides. Each derivative was investigated by g.l.c. and g.l.c.-m.s., and the retention times and fragmentation patterns were used to identify partial structures of the heptose region of the core oligosaccharide of bacterial LPS.
ISSN:0008-6215
1873-426X
DOI:10.1016/0008-6215(90)84016-N