A novel mannose containing phenolic glycolipid from Mycobacterium kansasii.
Using high-performance liquid chromatography, a new kind of phenolic glycolipid quantitatively minor, called phenolic glycolipid-II, was isolated from a lipidic fraction of Mycobacterium kansasii. The structure was determined by fast atom bombardment-mass spectrometry and proton nuclear magnetic resonance spectroscopy, as: 2,4-di-O-Me-alpha-D-Manp(1----3) 4-O-Ac-2-O-Me-alpha-L-Fucp(1----3)2-O-Me- alpha-L-Rhap(1----3) 2,4-di-O-Me-alpha-L-Rhap 1----phenolphthiocerol dimycocerosate. Phenolic glycolipids I and II differ only by their distal monosaccharide hapten which is 2,6-dideoxy-4-O-Me-alpha-D-arabinohexopyranosyl and the 2,4-di-O-Me-alpha-D-mannopyranosyl, respectively. This sugar appears to be characteristic and apparently unique in the Mycobacterium genus. Moreover, phenolic glycolipids I and II constitute with the lipooligosaccharides two classes of antigens of M. kansasii.
Rivière
M
M
Centre de Recherche de Biochimie et de Génétique Cellulaires, Centre National de la Recherche Scientifique, Toulouse, France.
Fournié
J J
JJ
Puzo
G
G
D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D006017:Glycolipids / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose / Q000032:analysis*; D013058:Mass Spectrometry; D009161:Mycobacterium / Q000032:analysis*; D010636:Phenols / Q000032:analysis
D006017:Glycolipids; D010636:Phenols; D008358:Mannose