A细胞色素P450酶催化区域特异性2-鸟嘌呤化反应以合成多种胍霉素类似物。
A Cytochrome P450 Enzyme Catalyzes Regiospecific 2-Guaninylation for the Synthesis of Diverse Guanitrypmycin Analogs.
作者信息
Liu Jing, Yang Yiling, Xie Xiulan, Li Shu-Ming
机构信息
Institut für Pharmazeutische Biologie und Biotechnologie, Fachbereich Pharmazie, Philipps-Universität Marburg, Robert-Koch Straße 4, 35037 Marburg, Germany.
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße 4, 35032 Marburg, Germany.
出版信息
J Nat Prod. 2023 Jan 27;86(1):94-102. doi: 10.1021/acs.jnatprod.2c00787. Epub 2023 Jan 4.
Heterologous expression of a - locus from sp. NRRL S-1521 led to the identification of guanitrypmycin D1, a new guaninylated diketopiperazine. The cytochrome P450 GutD catalyzed the regiospecific transfer of guanine to C-2 of the indole ring of -(l-Trp-l-Tyr) via a C-C linkage and represents a new chemical transformation within this enzyme class. Furthermore, GutD efficiently accepts several other tryptophan-containing cyclodipeptides or derivatives for regiospecific coupling with guanine, thus generating different guanitrypmycin analogs.
来自链霉菌属NRRL S-1521的α-位点的异源表达导致了鸟嘌呤化二酮哌嗪新化合物胍基曲霉素D1的鉴定。细胞色素P450 GutD通过碳-碳键催化鸟嘌呤区域特异性转移至β-(L-色氨酸-L-酪氨酸)吲哚环的C-2位，这代表了该酶类中的一种新的化学转化。此外，GutD能有效接受其他几种含色氨酸的环二肽或衍生物，用于与鸟嘌呤进行区域特异性偶联，从而生成不同的胍基曲霉素类似物。
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