在非对称和化学酶合成中,乙转移作为促进策略
Woonkee S Jo1, Brian J Curtis2, Mohammad Rehan1
1Chemistry Program, New York University Abu Dhabi (NYUAD), Saadiyat Island, Abu Dhabi 129188, United Arab Emirates (UAE).
JACS Au
|May 31, 2024
概括
研究人员开发了一种用于N-to-S转移的新型性辅助剂,将稳定胺基转化为反应性铁. 这种方法可以通过蛋白质合成和功能化实现多样化的不对称转换,并通过蛋白质合成和功能化获得有价值的性支架.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 生物化学 生化学
背景情况:
- 托介导的转移在生物过程中至关重要,激发了合成方法.
- 现有的蛋白质结合策略通常依赖于S-to-N转移.
- 对于新型合成应用,存在允许N-to-S转移的方法的需求.
研究的目的:
- 开发一种新的N-to-S乙烯转移方法,将稳定的奇拉胺转化为反应性铁.
- 创建一个通用的合辅助,以促进不对称的转换和acyl转移.
- 探索由此产生的铁在合成有价值的性化合物和生物催化中的实用性.
主要方法:
- 开发一种新型的氨酸衍生氧化丁作为一种合性胺基辅助剂和酸转移剂.
- 辅助器在不对称转换中的应用.
- 内部分子N-to-S转移和在现场捕获铁.
- 在Pd介导反应和生物催化剂中隔离和利用氧沙利丁二.
主要成果:
- 这种新型的oxazolidinone辅助剂能够实现高度选择性的不对称转换.
- 通过N-to-S乙烯转移,建立了用于将性胺转化为多种碳酸衍生物的温和条件.
- 氧利丁 thioesters 作为有价值的性支架的前体,包括非正规的氨基酸和循环化合物.
- 作为SNAC-thioester替代品的oxazolidinone thioesters在生物催化转换中的证明效用.
结论:
- 开发的oxazolidinone辅助剂为N-to-S转移和不对称合成提供了一个强大的平台.
- 这种方法扩大了创建复杂的性分子和功能化蛋白质的工具包.
- 这种方法为化学和生物应用提供了温和和多用途的 thioesters.
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