title: Revised structure of a trehalose-containing immunoreactive glycolipid of Mycobacterium tuberculosis.
abstract: Nuclear magnetic resonance spectroscopy, fast-atom bombardment mass spectrometry as well as various chemical degradations and chromatographic techniques were used to re-examine the structure of a highly immunoreactive glycolipid previously described in Mycobacterium tuberculosis (strain Canetti) as a 2,3-diacyl trehalose 2'-sulfate (labelled SL-IV). Ion exchange chromatography allowed the recognition of a neutral and an acidic glycolipid, indistinguishable on conventional silica gel. The neutral glycolipid was shown to be serologically identical to SL-IV and its structure was established as 2,3-diacyl trehalose. It corresponded to the non-chemically defined highly observed immunoreactive lipid previously recognized by others in M. tuberculosis (H37Rv).
authors.affiliation: Centre de Recherche de Biochimie et de Génétique Cellulaires du CNRS, Toulouse, France.
authors.forename: A
authors.initials: A
authors.lastname: Lemassu
authors.forename: M A
authors.initials: MA
authors.lastname: Lanéelle
authors.forename: M
authors.initials: M
authors.lastname: Daffé
mesh_terms: D000942:Antigens, Bacterial / Q000737:chemistry* / Q000276:immunology; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D006017:Glycolipids / Q000737:chemistry* / Q000276:immunology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000276:immunology* / Q000378:metabolism; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014199:Trehalose / Q000737:chemistry* / Q000276:immunology
chemical_list: D000942:Antigens, Bacterial; D006017:Glycolipids; D014199:Trehalose