ステルスインCの生産には,S-N型スマイルの再編成が含まれています
Peng Wang1, Gloria J Hong1, Matthew R Wilson1
1Department of Chemistry & Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.
Journal of the American Chemical Society
|February 14, 2017
まとめ
研究者らは,キナミシン生物合成の重要な化合物であるセオングミシンとステルスチンCの生成を担当する単一の酵素AlpJを特定しました. この発見は天然製品に アロマティックアミノ群を生成する 新しい経路を示しています
科学分野:
- 自然製品の生物合成
- 酵素化学
- ポリケチド合成
背景:
- キナミシン族の芳香性ポリケチドは,独特のアングサイクリン環とダイアゾ群を特徴としています.
- これらの構造的特徴の生物合成経路は,大部分が特徴づけられていない.
研究 の 目的:
- キナミシン天然産物生物合成の基礎となる酵素メカニズムを調査する.
- 関連メタボリートであるセオングミシンとステルスチンCの生成を明らかにする.
主な方法:
- セオングミシンとステルスチンの生体内および体内生成
- フラビン依存モノオキシゲナーゼAlpJを用いた酵素測定法
- N-アセチル-l-システインとl-システインから派生した反応産物の分析
主要な成果:
- 単一の酵素であるAlpJは,N-アセチル-l-システインからセオングミシンと,l-システインからステルチンCを生成することが判明した.
- Stealthin C合成には S-N型Smilesの非酵素的な再編成が含まれているようです.
- この経路は,アロマティックアミノ群を代謝物に導入するための異常なメカニズムを表しています.
結論:
- フラビン依存モノオキシゲネーゼAlpJは,キナミシン経路メタボリットの生物合成において重要な役割を果たします.
- 非酵素的なSmilesの再配置は,アロマティックアミノ群の設置のための新しい経路を提供します.
- キナミシン生成における中介物質としてのステールシンCの役割を確認するには,さらなる研究が必要である.
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