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分子間生物触媒C-C結合形成のための地域分散型根幹終結
Mark R Petchey1, Yuxuan Ye2, Victor Spelling3
1Compound Synthesis and Management, Discovery Sciences, BioPharma R&D, AstraZeneca, Pepparedsleden 1, 431 83 Mölndal, Sweden.
Journal of the American Chemical Society
|February 8, 2024
まとめ
エンジニアリングされたフラビン依存性エネ還元酵素 (ERED) は,ダイエンの地域選択性水アルキル化を実現する. この突破により 複雑な構造イソメアの合成が可能になり 合成化学の能力を拡大しました
科学分野:
- 生物触媒と合成化学
- 酵素工学
- 有機合成
背景:
- ダイエンの地域選択的根性水素機能化は,類似したエネルギーがあるため,合成的に困難である.
- エネ・リデュークタゼ (ERED) によるアルケンの水酸化に関する以前の研究は,主にステレオ選択性ではなく,地域選択性に焦点を当てていた.
研究 の 目的:
- フラビン依存型エネ還元酵素 (ERED) を設計し,ダイエンの地域選択的水酸化を行う.
- 設計されたEREDが水素原子移転における地域選択性を制御する能力を実証する.
- 伝統的な方法では容易に入手できない構造的同位体への新しい合成経路を提供すること.
主な方法:
- *Gluconabacter* sp の2つのFMN依存エネ還元酵素 (ERED) のエンジニアリング (GluER) と商業パネルを構成している.
- 有益な突然変異の影響を調査する基板ドッキング研究.
- 反応のメカニズムを調査する同位体標識実験.
主要な成果:
- エンジニアリングされたEREDは,循環性および線形ダイエンの地域分散型水素酸化を触媒化した.
- 選択的に生成された γ,δ-不飽和ケトンのGluER変種.
- 商業用EREDの変種は選択的に δ,ε-不飽和ケトンを生成し,構成イソメアの形成を制御しています.
結論:
- 設計されたEREDは,ダイエンの水アルキル化における地域選択性を制御するための強力なツールを提供します.
- この生物触媒的アプローチは,α-ブロモケトンを含む有価な合成構成要素へのアクセスを提供します.
- 生成された構成要素は,さらに複雑なヘテロサイクルの化合物に変換できます.
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