Nature's inventory of halogenation catalysts: Oxidative strategies predominate

被引:454
作者
Vaillancourt, Frederic H. [1 ]
Yeh, Ellen [1 ]
Vosburg, David A. [1 ]
Garneau-Tsodikova, Sylvie [1 ]
Walsh, Christopher T. [1 ]
机构
[1] Harvard Univ, Sch Med, Dept Biol Chem & Mol Pharmacol, Boston, MA 02115 USA
关键词
D O I
10.1021/cr050313i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Halogenated molecules abound in the biosphere. To date, more than 4500 halogenated natural products have been discovered. This paper presents an overview of such molecules. Topics covered are as follows: (1) flourinating enzymes: nonoxidative construction of the C-F bond, (2) oxidative logic in chlorinating, brominating and iodinating enzymes, (3) haloperoxidases, (4) O2-dependent halogenases, (5) cryptic chlorination during cyclopropyl ring construction at unactivated carbons, (6) multiple chlorinations, vinyl halides, and cyclopropanes, (7) other halogenation reactions observed in different classes of enzymes and (8) unifying perspective for oxidative catalysis during biological halogenations.
引用
收藏
页码:3364 / 3378
页数:15
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