S-Adenosylmethionine-dependent alkylation reactions: when are radical reactions used?
S-Adenosylmethionine-dependent alkylation reactions: when are radical reactions used?
复制标题
S-腺苷依赖烷基化烷基化反应：何时使用自由基反应？
DOI：
10.1016/j.bioorg.2011.06.001
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发表时间：
2011-12
影响因子：
5.1
通讯作者：
Lin H
中科院分区：
文献类型：
--
作者：
Lin H
s -腺苷甲硫氨酸（SAM）是一种用途广泛的小分子，用于许多生物反应。本文综述了sam依赖性甲基化和3-氨基-3-羧基丙基化反应的机理。特别强调甲基化和碳原子的3-氨基-3-羧丙基化，这两种亲核机制和自由基机制的使用，取决于具体的酶促反应。大自然选择不同的反应机制背后的逻辑是什么？本文旨在通过对几种酶促反应的深入分析，为sam依赖性烷基化反应中不同反应机制的选择提供理论依据。这些反应包括sam依赖的环丙烷脂肪酸合成，DNA胞嘧啶甲基化，RNA腺苷C2和C8甲基化，以及涉及双苯二胺生物合成和wybutosine生物合成的3-氨基-3-羧丙基化。
S-adenosylmethionine (SAM) is a versatile small molecule used in many biological reactions. This review focuses on the mechanistic consideration of SAM-dependent methylation and 3-amino-3-carboxypropylation reactions. Special emphasis is given to methylation and 3-amino-3-carboxypropylation of carbon atoms, for which both nucleophilic mechanisms and radical mechanisms are used, depending on the specific enzymatic reactions. What is the logic behind Nature’s choice of different reaction mechanisms? Here I aim to rationalize the choice of different reaction mechanisms in SAM-dependent alkylation reaction by analyzing a few enzymatic reactions in depth. These reactions include SAM-dependent cyclopropane fatty acid synthesis, DNA cytosine methylation, RNA adenosine C2 and C8 methylation, and 3-amino-3-carboxypropylation involved in diphthamide biosynthesis and wybutosine biosynthesis.