Abstract |
The identification of 2,3-butanediol in sera of alcoholics led to the hypothesis that it may be a specific marker of alcohol abuse. We have investigated the metabolism of the individual isomers of 2,3-butanediol (2R,3R-, 2S,3S-, meso-2,3-butanediol and racemic 2,3-butanediol) in perfused livers from fed rats. Rates of uptake of the isomers decrease in the order (i) 2R,3R-, (ii) meso-, (iii) 2S,3S-2,3-butanediol. We observed interconversion of isomers and oxidation to acetoin with 2R,3R- and meso- but not with 2S,3S-2,3-butanediol. In perfusions conducted in deuterium oxide, interconversion of isomers was accompanied by incorporation of deuterium. Thus, interconversion of isomers occurs via a reversible oxidation to acetoin with incorporation of hydrogen from water. In perfusions with either 2R,3R- or meso-[2-14C]2,3-butanediol, the substrates were converted to labeled acetate, R-3-hydroxybutyrate and CO2, suggesting that 2,3-butanediol is oxidized to acetyl-CoA via acetoin.
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Authors | J A Montgomery, F David, M Garneau, H Brunengraber |
Journal | The Journal of biological chemistry
(J Biol Chem)
Vol. 268
Issue 27
Pg. 20185-90
(Sep 25 1993)
ISSN: 0021-9258 [Print] United States |
PMID | 8376379
(Publication Type: Comparative Study, Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)
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Chemical References |
- Acetates
- Butylene Glycols
- Carbon Radioisotopes
- Hydroxybutyrates
- 2,3-butylene glycol
- Acetoin
- 3-Hydroxybutyric Acid
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Topics |
- 3-Hydroxybutyric Acid
- Acetates
(metabolism)
- Acetoin
(metabolism)
- Animals
- Biological Transport
- Butylene Glycols
(metabolism)
- Carbon Radioisotopes
- Hydroxybutyrates
(metabolism)
- Liver
(metabolism)
- Male
- Perfusion
- Radioisotope Dilution Technique
- Rats
- Rats, Sprague-Dawley
- Stereoisomerism
- Time Factors
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