Philipps-Universität Marburg, Institut für Pharmazeutische Biologie, Marburg, Germany.
Arch Microbiol. 2009 Oct;191(10):791-5. doi: 10.1007/s00203-009-0504-9. Epub 2009 Sep 1.
Two dimethylallyltryptophan synthases, FgaPT2 and 7-DMATS, which catalysed the prenylation of L-tryptophan at positions C4 and C7, respectively, have been recently identified in Aspergillus fumigatus and proven biochemically. These enzymes were successfully used for the production of monoprenylated indole derivatives. In this study, we showed that C4,C7-diprenylated indole derivatives, e.g. 4,7-di-(dimethylallyl)-L-tryptophan, 4,7-di-(dimethylallyl)-L-abrine and 4,7-di-(dimethylallyl)-11-methyltryptophan, could be conveniently produced by tandem incubation of both enzymes. The structures of the isolated enzymatic products were elucidated by NMR and MS analyses. High conversion yields of up to 93% were achieved by an incubation sequence of FgaPT2 followed by 7-DMATS. The results reported in this study demonstrated the potential of secondary metabolite enzymes as promising tools for the production of designed compounds.
最近在烟曲霉中鉴定出两种二甲基丙烯基色氨酸合酶，FgaPT2 和 7-DMATS，它们分别催化 L-色氨酸在 C4 和 C7 位的 prenylation。这些酶已成功用于单取代吲哚衍生物的生产。在这项研究中，我们表明，C4，C7-二取代吲哚衍生物，例如 4，7-二（二甲基烯丙基）-L-色氨酸、4，7-二（二甲基烯丙基）-L-阿伯因和 4，7-二（二甲基烯丙基）-11-甲基色氨酸，可以通过两种酶的串联孵育方便地生产。通过 NMR 和 MS 分析阐明了分离出的酶产物的结构。通过 FgaPT2 followed by 7-DMATS 的孵育序列，可以实现高达 93%的高转化率。本研究的结果表明，次生代谢酶作为生产设计化合物的有前途的工具具有潜力。
