Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 49, Pages 15837-15840Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b10452
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Funding
- NIH [1DP1GM106413, 1R35GM118056]
- NSF [CHE-1361104]
- JSPS Program for Advancing Strategic International Networks To Accelerate the Circulation of Talented Researchers [G2604]
- Grants-in-Aid for Scientific Research [15KT0068, 16H06449] Funding Source: KAKEN
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1361104] Funding Source: National Science Foundation
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The trans-decalin structure formed by intramolecular Diels-Alder cycloaddition is widely present among bioactive natural products isolated from fungi. We elucidated the concise three-enzyme biosynthetic pathway of the cytotoxic myceliothermophin and biochemically characterized the Diels-Alderase that catalyzes the formation of trans-decalin from an acyclic substrate. Computational studies of the reaction mechanism rationalize both the substrate and stereoselectivity of the enzyme.
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