| 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. | |
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MedLine Citation:
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PMID: 11383892 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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Y E Tsvetkov; A S Shashkov; Y A Knirel; U Zähringer |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Carbohydrate research Volume: 331 ISSN: 0008-6215 ISO Abbreviation: Carbohydr. Res. Publication Date: 2001 Apr |
Date Detail:
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Created Date: 2001-05-31 Completed Date: 2002-01-15 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0043535 Medline TA: Carbohydr Res Country: Netherlands |
Other Details:
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Languages: eng Pagination: 233-7 Citation Subset: IM |
Affiliation:
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N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Legionella pneumophila
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chemistry Lipopolysaccharides / chemistry* Nuclear Magnetic Resonance, Biomolecular Optical Rotation Sialic Acids / analysis*, chemical synthesis* |
| Chemical | |
Reg. No./Substance:
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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 |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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