Anaerobic functionalization of unactivated C-H bonds.
Anaerobic functionalization of unactivated C-H bonds.
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DOI：
10.1016/j.cbpa.2009.02.036
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发表时间：
2009-02
影响因子：
7.8
通讯作者：
Booker, Squire J.
中科院分区：
文献类型：
--
作者：
Booker, Squire J.
烷烃的官能化曾经被认为严格位于激活双氧的酶的范围内，以产生具有适当效力的氧化剂来裂解惰性 C-H 键。自由基 SAM 酶超家族（使用 S-腺苷-l-甲硫氨酸作为 5'-脱氧腺苷 5'-自由基的前体）的出现，点燃了自由基依赖性酶促反应研究的复兴，并带来了大量有待阐明的新的、有趣的化学。本综述将重点关注自由基 SAM 酶的一个特殊子类，该酶使惰性 C-H 键功能化，重点介绍官能团和导致其插入的化学反应。这类酶有：（1）催化硫插入的酶，其原型是生物素合酶； (2)催化P-或C-甲基化的酶，例如P-甲基化酶或Fom 3； (3)催化氧插入的酶，如厌氧的镁原卟啉-IX氧化环化酶(BchE)； (4) 以及将正己烷或其他烷烃功能化的酶，作为某些细菌代谢这些惰性化合物的第一步。除了调查已经在不同细节水平上研究的反应之外，本综述还将推测该化学所适用的其他类型反应的机制。
The functionalization of alkanes was once thought to lie strictly within the domain of enzymes that activate dioxygen in order to generate an oxidant with suitable potency to cleave inert C–H bonds. The emergence of the radical SAM superfamily of enzymes—those which use S-adenosyl-l-methionine as a precursor to a 5′-deoxyadenosyl 5′-radical—has kindled a renaissance in the study of radical-dependent enzymatic reactions, and is ushering in a wealth of new and intriguing chemistry that remains to be elucidated. This review will focus on a special subclass of radical SAM enzymes that functionalize inert C–H bonds, highlighting the functional groups and the chemistry that leads to their insertion. Within this class are: (1) enzymes that catalyze sulfur insertion, the prototype of which is biotin synthase; (2) enzymes that catalyze P- or C-methylation, such as P-methylase or Fom 3; (3) enzymes that catalyze oxygen insertion, such as the anaerobic magnesium protoporphyrin-IX oxidative cyclase (BchE); (4) and enzymes that functionalize n-hexane or other alkanes as the first step in the metabolism of these inert compounds by certain bacteria. In addition to surveying reactions that have been studied at various levels of detail, this review will speculate on the mechanisms of other types of reactions that this chemistry lends itself to.
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影响因子：
15
作者：
Barckholtz, C;Barckholtz, TA;Hadad, CM
通讯作者：
Hadad, CM
影响因子：
13.8
作者：
Chinenov, Y
通讯作者：
Chinenov, Y
影响因子：
4
作者：
Bollinger, J. Martin, Jr.;Diao, Yinghui;Krebs, Carsten
通讯作者：
Krebs, Carsten
DOI：
10.1073/pnas.0708608105
发表时间：
2008-02-12
影响因子：
11.1
作者：
Anton, Brian P.;Saleh, Lana;Roberts, Richard J.
通讯作者：
Roberts, Richard J.
影响因子：
64.8
作者：
Blasiak, LC;Vaillancourt, FH;Drennan, CL
通讯作者：
Drennan, CL