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rdf:type | |
lifeskim:mentions | |
pubmed:dateCreated |
1993-4-28
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pubmed:abstractText |
The structure of an antigenic glycolipid isolated recently from cell walls of various strains of Mycobacterium tuberculosis and believed to be a sulfolipid consisting chiefly of 2,3-di-O-(hexadecanoyl/octadecanoyl)-alpha,alpha-trehalose 2'-sulfate (designated as SL-IV), was reinvestigated by mass spectrometry and nuclear magnetic resonance spectroscopy. The material proved to be a complex mixture of closely related components which are indeed 2,3-di-O-acyltrehaloses. However, no sulfate group was found in the antigen, and revision of its designation as a sulfolipid is therefore required. The lipid substituents comprise an estimated 20% of C14-C19 fatty acids, including tetradecanoic (myristic), 9-tetradecenoic (myristoleic), 9-hexadecenoic (palmitoleic), 9-octadecenoic (oleic), 10-methylhexadecanoic (tuberculopalmitic), and 10-methyloctadecanoic (tuberculostearic) acids in addition to hexadecanoic (palmitic) and octadecanoic (stearic) acids, and approximately 80% of higher, methyl-branched acids. Among the latter are, principally, 2,4-dimethyldocosanoic and 3-hydroxy-2,4,6- trimethyltetracosanoic acids, and a smaller proportion of 2,4,6-trimethyltetracos-2-enoic acid. Numerous further acids, related to those mentioned by methylene homology, are also present in small proportions.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antigens, Bacterial,
http://linkedlifedata.com/resource/pubmed/chemical/Glycolipids,
http://linkedlifedata.com/resource/pubmed/chemical/Lipids,
http://linkedlifedata.com/resource/pubmed/chemical/Trehalose,
http://linkedlifedata.com/resource/pubmed/chemical/sulfolipids
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pubmed:status |
MEDLINE
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pubmed:month |
Feb
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pubmed:issn |
0008-6215
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
24
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pubmed:volume |
240
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1-22
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:8458004-Antigens, Bacterial,
pubmed-meshheading:8458004-Glycolipids,
pubmed-meshheading:8458004-Lipids,
pubmed-meshheading:8458004-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8458004-Mass Spectrometry,
pubmed-meshheading:8458004-Mycobacterium tuberculosis,
pubmed-meshheading:8458004-Stereoisomerism,
pubmed-meshheading:8458004-Trehalose
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pubmed:year |
1993
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pubmed:articleTitle |
The structure of an antigenic glycolipid (SL-IV) from Mycobacterium tuberculosis.
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pubmed:affiliation |
Ottawa-Carleton Chemistry Institute, Department of Chemistry, University of Ottawa, Ontario, Canada.
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pubmed:publicationType |
Journal Article
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