Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes
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.
Publication Title
Journal of the American Chemical Society
Recommended Citation
McCauley, K., Pratt, D., Wilson, S., Shey, J., Burkey, T., & Van Der Donk, W. (2005). Properties and reactivity of chlorovinylcobalamin and vinylcobalamin and their implications for vitamin B12-catalyzed reductive dechlorination of chlorinated alkenes. Journal of the American Chemical Society, 127 (4), 1126-1136. https://doi.org/10.1021/ja048573p
