title: Structures of glucolipids from the membrane of Acholeplasma laidlawii strain A-EF22. III. Monoglucosyldiacylglycerol, diglucosyldiacylglycerol, and monoacyldiglucosyldiacylglycerol.
abstract: The structures of three glucolipids from the membrane of Acholeplasma laidlawii, strain A-EF22, were determined by high resolution 1H-NMR and 13C-NMR spectroscopy. The two most abundant glucolipids in this organism were shown to be 1,2-diacyl-3-O-(alpha-D-glucopyranosyl)-sn-glycerol (MGlcDAG) and 1,2-diacyl-3-O-[alpha-D-glucopyranosyl-(1 --> 2)-O-alpha-D- glucopyranosyl]-sn-glycerol (DGlcDAG). These structures agree with those determined previously by chemical analyses of the two most abundant glucolipids synthesized by the B strain of A. laidlawii. The structure of a newly discovered glucolipid in A. laidlawii strain A-EF22 was also determined. This lipid is an acylated derivative of DGlcDAG with the structure 1,2-diacyl-3-O-[alpha-D-glucopyranosyl-(1 --> 2)-O-(6-O-acyl-alpha-D- glucopyranosyl)]-sn-glycerol. The existence of this lipid was detected by 1H-NMR spectroscopy in preparations of MGlcDAG which had been judged by thin-layer chromatography to be pure. The biosynthesis of the glucolipids and their role in the metabolic lipid regulation are briefly discussed.
authors.affiliation: Department of Physical Chemistry, Umeå University, Sweden.
authors.forename: J B
authors.initials: JB
authors.lastname: Hauksson
authors.forename: L
authors.initials: L
authors.lastname: Rilfors
authors.forename: G
authors.initials: G
authors.lastname: Lindblom
authors.forename: G
authors.initials: G
authors.lastname: Arvidson
mesh_terms: D000128:Acholeplasma laidlawii / Q000737:chemistry*; D002462:Cell Membrane / Q000737:chemistry; D006017:Glycolipids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy
chemical_list: D006017:Glycolipids; C025142:diglucosyl diacylglycerol; C014571:glucosyl diacylglycerol