由螺旋状酸催化的基添加到尼特烯中,其中有一个单一的偏远立体中心
David P Tilly1,2, Catherine McColl1,2, Mingda Hu1,2
1Department of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK. s.webb@manchester.ac.uk.
富含α-aminoisobutyric acid (Aib) 的短可以作为反选择性有机催化剂. 体折叠成310螺旋,将N端氨基定位为催化剂,证明了achiral残留物如何促进enantioselective类催化.
科学领域:
- 有机化学 有机化学
- 超分子化学 超分子化学
- 催化剂是一种催化剂.
背景情况:
- 可以作为有机催化剂,但设计有效的催化场所仍然具有挑战性.
- 富含α-aminoisobutyric acid (Aib) 的可以采用稳定的螺旋结构.
- 选择性催化对于合成性分子至关重要.
研究的目的:
- 为了研究短,富含Aib的的潜力,作为选择性有机催化剂.
- 了解二次结构在催化中介作用.
- 探讨阿基拉残留物如何对抗选择性有所贡献.
主要方法:
- 合成两种五: (Aib) 4 L-Ala) NH Bu和 (Aib) 4 D-Phe) NH Bu.
- 结晶学分析以确定的二次结构.
- 有机催化结合添加的核素对烯酸.
- 反应范围和酶选择性研究.
主要成果:
- 该L-氨酸终结催化了反应的enantioselectively,利用其N终端氨基和骨干胺基键.
- 结晶学揭示了310螺旋结构,它定位了催化胺和附近的NH组.
- 该D-氨类比催化了与相反的enantioselectivity的反应.
- 阿希拉尔Aib残留物促进螺旋体的形成,这对于传递性至关重要.
结论:
- 短可以作为有效的enantioselective有机催化剂.
- 质折叠成310螺旋是组织催化部位和实现选择性的关键.
- 阿希拉尔残留物在促进基于的反选择性催化所需的有序结构方面发挥着至关重要的作用.
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