13-オックスオーバールキュロゲンの化学酵素合成
Jun Yang1, Brandon Singh1, Gabriel Cohen1
1Brandeis University, Edison-Lecks Laboratory, Waltham, Massachusetts 02453, United States.
Journal of the American Chemical Society
|August 25, 2023
まとめ
13オックスオーバールキュロゲンの 簡潔な化学酵素合成を報告しました この方法は酵素過酸化とロジウム触媒を用いて 独特の構造を構成する.
科学分野:
- 自然製品合成
- 有機化学
- 生物触媒
背景:
- ヴェルキュロゲンは珍しいフミトレモルギンアルカロイドで,異常な8つのエンドペロキシードリングが特徴です.
- これらの複雑な構造を合成することは有機化学において重要な課題です.
研究 の 目的:
- 自然産物13-オックスオーバールキュロゲンの簡潔な化学酵素合成を開発する.
- 自然製品の合成における酵素の乱交性の使用を調査する.
主な方法:
- 酵素C-H過酸化を用いて,ベルキュロゲン合成酵素 (FtmOx1) を基質アナログに使用する.
- ロジウム触媒によるC-C結合の活性化により ペンタサイクルの核を組み立てます
- 商業的に利用可能な材料から10段階の合成を開発する.
主要な成果:
- 化学酵素経路で13-オックスオーバールキュロゲンを 合成しました
- FtmOx1を使って 最初の非自然なエンドペロキシド13-epi-verruculogenを生成した.
- バイオカタリシスと移行金属カタリシスを組み合わせたハイブリッドアプローチが実証されました.
結論:
- 開発された戦略は,13-オックスオーバールキュロゲンへの効率的な経路を提供します.
- 複合分子合成のための原生酵素の乱交性を活用する可能性を強調しています.
- 難解なアルカロイド構造へのアクセスに 価値のある方法を提供する.
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