マクロサイクル形成の折り畳み式触媒
Zebediah C Girvin1, Mary Katherine Andrews1, Xinyu Liu1
1Department of Chemistry, University of Wisconsin-Madison, Madison, WI, USA.
Science (New York, N.Y.)
|December 21, 2019
まとめ
研究者らは,触媒ペプチド折り合いを用いてマクロサイクルを合成するための新しいバイオインスピレーションメソッドを開発しました. このアプローチは,炭素-炭素結合形成を通じてリングの閉塞を容易にし,有機化学の重要な課題を克服します.
科学分野:
- 合成有機化学
- カタリシス
- 超分子化学
背景:
- マクロサイクルは (≥12原子) 医学,香水,そして感知において不可欠です.
- 効率的なマクロサイクル合成は,エントロピーコストと競合する分子間反応のために困難です.
研究 の 目的:
- 炭素-炭素結合形成によるマクロサイクル形成のための新しいバイオインスピレーション戦略を提示する.
- 環閉反応をテンプレートするために,触媒 α/β-ペプチド折りたたみ器を使用する.
主な方法:
- 特定の螺旋形状を持つα/βペプチド折り畳み触媒を使用しています.
- 折りたたみ器は,反応を促進するための触媒性一次アミン-二次アミンダイアードを備えています.
- マクロサイクル形成のためのアルドール反応を利用する.
主要な成果:
- 14から22の原子のリングサイズのマクロサイクルを成功裏に合成した.
- 自然産物ロブストールの合成におけるメソッドの有用性を実証した.
- 触媒式折り畳み器は リングの閉じるプロセスを効果的にテンプレートします
結論:
- 提出されたバイオインスピレーション戦略は,マクロサイクル合成への効率的な経路を提供します.
- 触媒式折り畳み器は大きなリング形成の課題を克服することができます.
- この方法は複雑なマクロサイクル構造へのアクセスに期待されます.
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