Glutathione-dependent dechlorination of 1,6-dichloro-1,6-dideoxyfructose. |
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| Authors: | H M Hughes G M Powell D J Snodin J W Daniel A Crawford J K Sanders and C G Curtis |
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| Institution: | Department of Biochemistry, University of Wales College of Cardiff, U.K. |
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| Abstract: | The metabolism of 14C- and 36Cl-labelled 1,6-dichloro-1,6-dideoxyfructose (DCF) was studied in the isolated perfused rat liver system. Dechlorination of DCF occurred in the liver and erythrocytes and was GSH-dependent. The GSH conjugate formed was identified by 13C and 1H n.m.r. as the 6-chlorofructos-1-yl-SG conjugate. It is proposed that the GS- anion attacks the low steady-state concentration of the reactive keto form of DCF and that the conjugate formed cyclizes to the dominant beta-anomer. 6-Chlorofructos-1-yl-SG conjugate of hepatic origin is excreted into bile, whereas that produced in erythrocytes does not enter the liver. |
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