Document Detail

Synthesis and identification in bacterial lipopolysaccharides of 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-talo-non-2-ulosonic acids.
MedLine Citation:
PMID:  11383892     Owner:  NLM     Status:  MEDLINE    
5,7-Diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-talo-non-2-ulosonic acids were synthesized by condensation of 2,4-diacetamido-2,4,6-trideoxy-D-mannose with oxalacetic acid. Comparison of the 1H and 13C NMR data and the specific optical rotation values of these monosaccharides and the corresponding L-glycero-D-galacto and L-glycero-D-talo isomers synthesized earlier [Tsvetkov, Y. E.; Shashkov, A. S.; Knirel, Y. A.; Backinowsky, L. V.; Zähringer, U. Mendeleev Commun. 2000, 90-92] with data of the natural compounds enabled the identification in bacterial lipopolysaccharides of derivatives of 5,7-diamino-3,5,7,9-tetradeoxy-D-glycero-D-galacto-non-2-ulosonic (legionaminic) acid and epimers of legionaminic acid at C-4 and C-8.
Y E Tsvetkov; A S Shashkov; Y A Knirel; U Zähringer
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Carbohydrate research     Volume:  331     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2001 Apr 
Date Detail:
Created Date:  2001-05-31     Completed Date:  2002-01-15     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  233-7     Citation Subset:  IM    
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.
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MeSH Terms
Legionella pneumophila / chemistry
Lipopolysaccharides / chemistry*
Nuclear Magnetic Resonance, Biomolecular
Optical Rotation
Sialic Acids / analysis*,  chemical synthesis*
Reg. No./Substance:
0/5,7-diacetamido-8-O-acetyl-3,5,7,9-tetradeoxy-glycero-talo-nonulosonic acid; 0/Lipopolysaccharides; 0/Sialic Acids; 112154-63-9/5,7-diacetamido-3,5,7,9-tetradeoxy-glycerogalacto-nonulosonic acid

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