Characterization of chlorovinylcobalamin, a putative intermediate in reductive degradation of chlorinated ethylenes

Kevin M. McCauley; Scott R. Wilson; Wilfred A. Van der Donk

doi:10.1021/ja029692c

Characterization of chlorovinylcobalamin, a putative intermediate in reductive degradation of chlorinated ethylenes

Kevin M. McCauley, Scott R. Wilson, Wilfred A. Van der Donk

Research output: Contribution to journal › Article › peer-review

Abstract

The first X-ray structure of a vinylcobalamin is reported. Chlorovinylcobalamin is formed in the reaction of cob(I)alamin with chloroacetylene. Subsequently, cob(I)alamin catalyzes the reduction of chlorovinylcobalamin to vinylcobalamin in the presence of excess titanium(III)citrate. Introduction of a chlorine onto the vinyl group of vinylcobalamin greatly changes its reduction potential. These results are discussed with respect to vitamin B₁₂-catalyzed dechlorination of perchloroethylene, a pollutant on the priority list of the EPA.

Original language	English (US)
Pages (from-to)	4410-4411
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	125
Issue number	15
DOIs	https://doi.org/10.1021/ja029692c
State	Published - Apr 16 2003

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "The first X-ray structure of a vinylcobalamin is reported. Chlorovinylcobalamin is formed in the reaction of cob(I)alamin with chloroacetylene. Subsequently, cob(I)alamin catalyzes the reduction of chlorovinylcobalamin to vinylcobalamin in the presence of excess titanium(III)citrate. Introduction of a chlorine onto the vinyl group of vinylcobalamin greatly changes its reduction potential. These results are discussed with respect to vitamin B12-catalyzed dechlorination of perchloroethylene, a pollutant on the priority list of the EPA.",

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AB - The first X-ray structure of a vinylcobalamin is reported. Chlorovinylcobalamin is formed in the reaction of cob(I)alamin with chloroacetylene. Subsequently, cob(I)alamin catalyzes the reduction of chlorovinylcobalamin to vinylcobalamin in the presence of excess titanium(III)citrate. Introduction of a chlorine onto the vinyl group of vinylcobalamin greatly changes its reduction potential. These results are discussed with respect to vitamin B12-catalyzed dechlorination of perchloroethylene, a pollutant on the priority list of the EPA.

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Characterization of chlorovinylcobalamin, a putative intermediate in reductive degradation of chlorinated ethylenes

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