Journal
ORGANIC LETTERS
Volume 19, Issue 19, Pages 5376-5379Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02653
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Funding
- NIH [1R35GM118056]
- National Natural Science Foundation of China [21542001]
- Shandong Provincial Natural Science Fund for Distinguished Young Scholars [JQ201422]
- AoShan Talents Program - Qingdao National Laboratory for Marine Science and Technology [2015ASTP-ES09]
- NSFC-Shandong Joint Fund for Marine Science Research Centers [U1606403]
- Scientific and Technological Innovation Project - Qingdao National Laboratory for Marine Science and Technology [2015ASKJ02]
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Macrophorins are representative examples of isoprenoid epoxycyclohexenones containing cyclized drimane moieties. We located and characterized the biosynthetic gene cluster of macrophorin from Penicillium terrestris. MacJ encoded by this cluster was characterized to be the first example of a membrane-bound type-II terpene cyclase catalyzing the cyclization of meroterpenoids via direct protonation of the terminal olefinic bond in acyclic yanuthones. The late-stage functionalization and substrate promiscuity of MacJ make it a potential biocatalyst for the synthesis of macrophorin analogues.
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