Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes

Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes
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DOI:
10.1021/ja048573p
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发表时间:
2005-02-02
影响因子:
15
通讯作者:
van der Donk, WA
van der Donk, WA
中科院分区:
化学1区
文献类型:
--
作者:
McCauley, KM;Pratt, DA;van der Donk, WA

文献摘要

被引文献

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维生素B-12催化的四氯乙烯(PCE)和三氯乙烯(TCE)还原脱氯是一种潜在的污染环境治理策略。提供了乙烯基钴胺素2和顺式-氯乙烯基钴胺素1的晶体结构。它们对光解有很强的抵抗力。还原2是困难的,但还原1很容易发生并产生2。后一种反应的机理涉及乙炔作为中间体。这些和其他调查结果进行了讨论的背景下,B12催化的PCE和TCE脱氯和调查的卤代烯烃还原脱卤酶催化类似的反应。
Vitamin B-12-catalyzed reductive dechlorination of perchloroethylene (PCE) and trichloroethylene (TCE) is a potential strategy for cleanup of polluted environments. Presented are crystal structures of vinylcobalamin 2 and cis-chlorovinylcobalamin 1. They show a strong resistance toward photolysis. Reduction of 2 is difficult, but reduction of 1 occurs readily and produces 2. The mechanism of this latter reaction involves acetylene as an intermediate. These and other findings are discussed in the context of environmental studies on B12-catalyzed dechlorination of PCE and TCE and investigations of the haloalkene reductive dehalogenases that catalyze similar reactions.