Journal
ORGANIC LETTERS
Volume 17, Issue 2, Pages 306-309Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol503399b
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Funding
- NSFC [31125001, 31300084, 31290233, 21290180, 21222202]
- MOST [2012AA092104, 2013CB836900]
- Chinese Academy of Sciences [XDA11030403, KGZD-EW-606]
- China Scholarship Council (CSC)
- Deutscher Akademischer Austausch Dienst (DAAD)
- Administration of Ocean and Fisheries of Guangdong Province [GD2012-D01-002, GD2012-D01-001]
- K. C. Wong Education Foundation, Hong Kong sponsorship
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Indolosesquiterpene xiamycin A features a pentacyclic core structure. The chemical synthesis of two key precursors, 3-farnesylindole and 3-(epoxyfarnesyl)-indole, allowed elucidation of the enzymatic cascades forming the pentacyclic ring system of xiamycin A by XiaO-catalyzed epoxidation and the membrane protein XiaH-catalyzed terpene cyclization. The substrate flexibility of XiaI, an indole oxygenase for assembly of the central ring, was also demonstrated.
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