strained bridgehead bicyclic dipeptide (+)-azonazine A 的生物合成中酶促苯并呋喃吲哚啉的形成。
Enzymatic Benzofuranoindoline Formation in the Biosynthesis of the Strained Bridgehead Bicyclic Dipeptide (+)-Azonazine A.
机构信息
Department of Chemical and Biomolecular Engineering, Department of Chemistry and Biochemistry University of California, Los Angeles, California, 90095, USA.
Department of Chemistry and Biochemistry, University of California, Los Angeles, California, 90095, USA.
出版信息
Angew Chem Int Ed Engl. 2023 Oct 2;62(40):e202311266. doi: 10.1002/anie.202311266. Epub 2023 Aug 28.
Abstract
We uncovered and reconstituted a concise biosynthetic pathway of the strained dipeptide (+)-azonazine A from marine-derived Aspergillus insulicola. Formation of the hexacyclic benzofuranoindoline ring system from cyclo-(l-Trp-N-methyl-l-Tyr) is catalyzed by a P450 enzyme through an oxidative cyclization. Supplementing the producing strain with various indole-substituted tryptophan derivatives resulted in the generation of a series of azonazine A analogs.
摘要
我们从海洋来源的 Aspergillus insulicola 中发现并重建了（+）-azonazine A 的简洁生物合成途径。通过 P450 酶的氧化环化作用，从环-(l-Trp-N-甲基-l-Tyr) 形成六环苯并呋喃并吲哚啉环系统。用各种吲哚取代色氨酸衍生物补充生产菌株，生成了一系列 azonazine A 类似物。
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