Tandem Hydration of Diisonitriles Triggered by Isonitrile Hydratase in Streptomyces thioluteus

作者：Mengyi Zhu, Lijuan Wang, Qingbo Zhang, Muhammad Ali, Siqi Zhu, Peiqing Yu, Xiaofei Gu, Haibo Zhang, Yiguang Zhu, Jing He · 发表于：Organic Letters · 年份：2018 · DOI：10.1021/acs.orglett.8b01341 · 被引用次数：18 · 研究领域：Enzyme function and inhibition、Enzyme Structure and Function、Chemical Synthesis and Analysis

The biosynthetic pathway of diisonitrile chalkophore SF2768 was identified in Streptomyces thioluteus through heterologous expression recently. Isolation and structure elucidation of the N-substituted formamides that coexisted with the diisonitriles implied that a hydration event was involved. In vitro enzymatic assays of an endogenous isonitrile hydratase suggested a rare sequential-hydration of the diisonitriles. Additionally, the results of Cu-CAS assays indicate that both partial and complete hydration led to the loss of the copper-chelating ability of SF2768.