Marine biosurfactants, II. Production and characterization of an anionic trehalose tetraester from the marine bacterium Arthrobacter sp. EK 1.
Within a screening for biosurfactants we could isolate various n-alkanes utilizing marine bacteria which were capable of synthesizing glycolipids. One strain was identified as Arthrobacter sp. EK 1 which produced trehalose lipids. After purification by column and thick layer chromatography the main fraction, an anionic 2,3,4,2'-trehalose tetraester, was obtained. The chain lengths of fatty acids ranged from 8 up to 14, furthermore succinate could be detected. Since the place of substitution of succinate has so far not been cited in literature, a definitive structural elucidation was carried out chemically by hydroboration and by 1H, 2D1H, 13C and 13C-1H correlation NMR measurements. All investigations confirmed the exact position of succinate at C 2 atom of trehalose. After improvement of growth conditions the production of the trehalose tetraester increased up to 4.8 milligrams during a fermentation in 20 l bioreactor under nitrogen limitation.
Passeri
A
A
Institut für Biochemie & Biotechnologie, Braunschweig, Bundesrepublik Deutschland.
Lang
S
S
Wagner
F
F
Wray
V
V
D000818:Animals; D001173:Arthrobacter / Q000302:isolation & purification / Q000378:metabolism*; D006017:Glycolipids / Q000378:metabolism*; D006461:Hemolysis / Q000187:drug effects*; D007700:Kinetics; D015394:Molecular Structure; D012623:Seawater; D012756:Sheep; D013501:Surface-Active Agents / Q000302:isolation & purification* / Q000494:pharmacology; D014199:Trehalose / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology; D014871:Water Microbiology
D006017:Glycolipids; D013501:Surface-Active Agents; D014199:Trehalose