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Stereospecificity and mechanism of adenosylcobalamin-dependent diol dehydratase. Catalysis and inactivation with meso- and dl-2,3-butanediols as substrates

Moore, Kevin W. and Richards, John H. (1979) Stereospecificity and mechanism of adenosylcobalamin-dependent diol dehydratase. Catalysis and inactivation with meso- and dl-2,3-butanediols as substrates. Biochemical and Biophysical Research Communications, 87 (4). pp. 1052-1057. ISSN 0006-291X. http://resolver.caltech.edu/CaltechAUTHORS:20150429-090534240

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Abstract

A comparative study of the reaction of meso-, d-, and dl-2,3-butanediols with adenosylcobalamin-dependent dioldehydratase was carried out. While the meso isomer is both a substrate and inactivator of holoenzyme, the d and dl compounds act as purely competitive inhibitors, neither undergoing catalysis nor inactivating holoenzyme. Furthermore, d- and dl-2,3-butanediols protect holoenzyme from oxygen inactivation and enzyme-bound cofactor from photolysis, and do not induce detectable cleavage of the carbon-cobalt bond of cofactor. These results show that the stereospecificity of the inactivation reaction is the same as that of catalysis, suggest that hydrogen abstraction from C-1 of substrate may be concerted with cleavage of the carbon-cobalt bond of adenosylcobalamin, and further suggest that formation of a carbon-cobalt bond between coenzyme and substrate is not obligatory for catalysis.


Item Type:Article
Related URLs:
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http://dx.doi.org/10.1016/S0006-291X(79)80014-5DOIArticle
http://www.sciencedirect.com/science/article/pii/S0006291X79800145PublisherArticle
Additional Information:© 1979 by Academic Press, Inc. Received 26 February 1979, Available online 6 April 2005. The authors thank Drs. M. A. Raftery and M. Schimerlik for use of the Cary 118 spectrophotometer. This research was supported by National Institutes of Health Grant No. GM-10218.
Funders:
Funding AgencyGrant Number
NIHGM-10218
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Caltech Church Laboratory of Chemical Biology5959
Record Number:CaltechAUTHORS:20150429-090534240
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150429-090534240
Official Citation:Kevin W. Moore, John H. Richards, Stereospecificity and mechanism of adenosylcobalamin-dependent diol dehydratase. Catalysis and inactivation with meso- and dl-2,3-butanediols as substrates, Biochemical and Biophysical Research Communications, Volume 87, Issue 4, 27 April 1979, Pages 1052-1057, ISSN 0006-291X, http://dx.doi.org/10.1016/S0006-291X(79)80014-5. (http://www.sciencedirect.com/science/article/pii/S0006291X79800145)
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ID Code:57082
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:29 Apr 2015 16:13
Last Modified:29 Apr 2015 16:13

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