4.7 Article

Recombinant Squalene Synthase. Synthesis of Cyclopentyl Non-Head-to-Tail Triterpenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 19, Pages 7562-7565

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo9014547

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Funding

  1. NIH [GM 21328]
  2. NSF [RR-13030, DBI-0002806]

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Incubation of farnesyl diphosphate with recombinant yeast squalene synthase in the absence of NADPH gives a mixture of triterpene hydrocarbons and alcohols, including botryococcene-like compounds with 1'-3 linkages between the farnesyl units. One of these molecules has an unusual cyclopentane structure similar to those recently reported in plant extracts and lakebed sediments.

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