Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Xili, Nanshan District, Shenzhen 518055, China.
Org Lett. 2021 Apr 2;23(7):2616-2620. doi: 10.1021/acs.orglett.1c00525. Epub 2021 Mar 18.
Mycotoxin cyclochlorotine () and structurally related astins are cyclic pentapeptides containing unique nonproteinogenic amino acids, such as β-phenylalanine, l--threonine, and 3,4-dichloroproline. Herein, we report the biosynthetic pathway for , which involves intriguing tailoring processes mediated by DUF3328 proteins, including stereo- and regiospecific chlorination and hydroxylation and intramolecular ,-transacylation. Our findings demonstrate that DUF3328 proteins, which are known to be involved in oxidative cyclization of fungal ribosomal peptides, have much higher functional diversity than previously expected.
真菌环肽毒素环氯诺亭（）和结构相关的阿替斯汀是含有独特非蛋白氨基酸的环状五肽，如β-苯丙氨酸、l-苏氨酸和 3,4-二氯脯氨酸。本文报道了环氯诺亭的生物合成途径，涉及到由 DUF3328 蛋白介导的有趣的修饰过程，包括立体和区域特异性氯化和羟基化以及分子内的，-转酰基化。我们的研究结果表明，已知参与真菌核糖体肽氧化环化的 DUF3328 蛋白具有比以前预期更高的功能多样性。
