Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology , Qingdao 266237, People's Republic of China.
Org Lett. 2017 Oct 6;19(19):5376-5379. doi: 10.1021/acs.orglett.7b02653. Epub 2017 Sep 19.
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.
巨孢菌素是含有环化戴梦烷部分的异戊烯基环氧环己烯酮的代表性例子。我们定位并表征了来自土曲霉的巨孢菌素的生物合成基因簇。该簇编码的 MacJ 被鉴定为第一个通过非环 yanuthones 末端烯键的直接质子化催化 meroterpenoids 环化的膜结合型 II 萜烯环化酶的实例。MacJ 的后期功能化和底物混杂性使其成为巨孢菌素类似物合成的潜在生物催化剂。
