Production and structure elucidation of di- and oligosaccharide lipids (biosurfactants) from Tsukamurella sp. nov.
The bacterium Tsukamurella sp. nov., isolated from soil, was found to produce novel glycolipids when grown on sunflower oil as the sole carbon source. The glycolipids were isolated by chromatography on silica columns and their structures elucidated using a combination of multidimensional NMR and MS techniques. The three main components are 2,3-di-O-acyl-alpha-D-glucopyranosyl-(1-1)-alpha-D-glucopyranose, 2,3-di-O-acyl-beta-D-glucopyranosyl-(1-2)-4,6-di-O-acyl-alpha-D- glucopyranosyl-(1-1)-alpha-D-glucopyranose and 2,3-di-O-acyl-beta-D-glucopyranosyl-(1-2)-beta-D-galactopyranosyl- (1-6)-4,6-di-O-acyl-alpha-D-glucopyranosyl-(1-1)-alpha-D- glucopyranosyl which are linked to fatty acids varying in chain length from C4 to C18. The glycolipids are mainly extracellular but are also found attached to the cell walls. During the cultivation the composition of the glycolipids changed from disaccharide- to tri- and tetrasaccharide lipids. The glycolipids show good surface-active behaviour and have antimicrobial properties.
Vollbrecht
E
E
Technische Universität Braunschweig, Institut für Biochemie und Biotechnologie, Germany.
Heckmann
R
R
Wray
V
V
Nimtz
M
M
Lang
S
S
D000192:Actinomycetales / Q000254:growth & development / Q000378:metabolism*; D001410:Bacillus megaterium / Q000187:drug effects; D002240:Carbohydrate Sequence; D003470:Culture Media; D004492:Edetic Acid / Q000494:pharmacology; D006017:Glycolipids / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D006368:Helianthus; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D010938:Plant Oils / Q000378:metabolism; D013500:Surface Tension; D013501:Surface-Active Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D014867:Water
D003470:Culture Media; D006017:Glycolipids; D010938:Plant Oils; D013501:Surface-Active Agents; D014867:Water; D004492:Edetic Acid