Nucleophilic catalysis of hydrazone formation and transimination: Implications for dynamic covalent chemistry

Nucleophilic catalysis of hydrazone formation and transimination: Implications for dynamic covalent chemistry
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DOI:
10.1021/ja067189k
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发表时间:
2006-12-13
影响因子:
15
通讯作者:
Dawson, Philip E.
Dawson, Philip E.
中科院分区:
化学1区
文献类型:
--
作者:
Dirksen, Anouk;Dirksen, Sjoerd;Dawson, Philip E.

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苯胺通过亲核催化作用促进腙的生成和转移。为了证明该方法,使未保护的肽反应,然后在与生物学应用相关的条件下使用腙反应进行加扰。强烈增强的速率的腙平衡拓宽了范围,这种稳定的亚胺在动态共价化学领域。
Aniline accelerates hydrazone formation and transimination through nucleophilic catalysis. To demonstrate the method, unprotected peptides are reacted and then scrambled using a hydrazone reaction under conditions relevant for biological applications. The strong enhancement in the rate of hydrazone equilibration broadens the scope of this stable imine in the field of dynamic covalent chemistry.