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

Kevin M. McCauley, Derek A. Pratt, Scott R. Wilson, Justin Shey, Theodore J. Burkey, Wilfred Adrianus van der Donk

Research output: Contribution to journalArticle

Abstract

Vitamin B12-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.

Original languageEnglish (US)
Pages (from-to)1126-1136
Number of pages11
JournalJournal of the American Chemical Society
Volume127
Issue number4
DOIs
StatePublished - Feb 2 2005

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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