氮丙啶
加氧酶
血红素加氧酶
生物合成
脱羧
立体化学
化学
水解酶
氧化脱羧
血红素
生物化学
酶
裂解酶
戒指(化学)
有机化学
催化作用
作者
Reito Bunno,Takayoshi Awakawa,Takeo Mori,Ikuro Abe
标识
DOI:10.1002/anie.202104644
摘要
Abstract Aziridine is a characteristically reactive molecule with increased bioactivity due to its strained ring structure. Here, we investigated the biosynthesis of 2‐aminoisobutyric acid (AIB) in Penicillium , and successfully reconstituted the three‐step biosynthesis from L‐Val to AIB in vitro. This previously unknown aziridine formation pathway proceeded with the non‐heme iron and α‐ketoglutarate‐dependent (Fe II /αKG) oxygenase TqaL, followed by aziridine ring opening by the haloalkanoic acid dehalogenase (HAD)‐type hydrolase TqaF, and subsequent oxidative decarboxylation by the NovR/CloR‐like non‐heme iron oxygenase TqaM. Furthermore, the X‐ray crystal structure of the C−N bond forming Fe II /αKG oxygenase TqaL was solved at 2.0 Å resolution. This work presents the first molecular basis for aziridine biogenesis, thereby expanding the catalytic repertoire of the Fe II /αKG oxygenases. We also report the unique aziridine ring opening by a HAD‐type hydrolase and the remarkable oxidative decarboxylation by a non‐heme iron oxygenase to produce AIB.
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