Fast alpha nucleophiles: structures that undergo rapid hydrazone/oxime formation at neutral pH.

Fast alpha nucleophiles: structures that undergo rapid hydrazone/oxime formation at neutral pH.
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DOI:
10.1021/ol500262y
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发表时间:
2014-03-07
期刊:
影响因子:
5.2
通讯作者:
Chan, Ke Min
Chan, Ke Min
中科院分区:
化学1区
文献类型:
--
作者:
Kool, Eric T.;Crisalli, Pete;Chan, Ke Min

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在化学和生物学中,腙和肟是偶联物形成的广泛有用的结构,但它们在中性ph下的形成可能很慢。对一系列结构不同的肼进行了动力学研究,发现反应速率变化惊人。经过特别快速反应的结构被确定,使反应速率与基于正交环加成的共轭化学相媲美。
Hydrazones and oximes are widely useful structures for conjugate formation in chemistry and biology, but their formation can be slow at neutral pH. Kinetics studies were performed for a range of structurally varied hydrazines, and a surprisingly large variation in reaction rate was observed. Structures that undergo especially rapid reactions were identified, enabling reaction rates that rival orthogonal cycloaddition-based conjugation chemistries.
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