ORGN 244 |
| Xiaofei He and David E. Cane. Department of Chemistry, Brown University, 324 Brook Street, Providence, RI 02912 |
| A germacradienol/germacrene D synthase isolated from Streptomyces coelicolor A3(2) was previously characterized, and the main product of the enzymatic reaction was identified to be (4S, 7R)-germacra-1 (10)E, 5E-diene-11-ol. Germacradienol is the proposed precursor of the natural product geosmin that is produced by many bacteria and fungi. The mechanistic studies of the enzymatic formation of the main product, germacradienol, and the minor product, (-)-germacrene D, by feeding stereospecifically labeled farnesyl pyrophosphate (FPP) substrates to the recombinant germacradienol/germacrene D synthase will be discussed. Results indicate that the pro-S hydrogen on the 1 position of FPP is removed during the formation of both germacradienol and germacrene D. A putative germacradienol synthase from Streptomyces avermitilis is recently characterized and the biosynthetic mechanism is under investigation. |
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Lipids, Biosynthesis, Enzyme Inhibitors, and Mimetics
8:00 AM-11:20 AM, Tuesday, March 30, 2004 Anaheim Convention Center -- 303D, Oral
Division of Organic Chemistry |