Literature DB >> 2719664

Glutathione-dependent dechlorination of 1,6-dichloro-1,6-dideoxyfructose.

H M Hughes1, G M Powell, D J Snodin, J W Daniel, A Crawford, J K Sanders, C G Curtis.   

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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Year:  1989        PMID： 2719664      PMCID： PMC1138541          DOI： 10.1042/bj2590537

Source DB:  PubMed          Journal:  Biochem J        ISSN： 0264-6021            Impact factor:   3.857


  8 in total

1.  THE METABOLISM OF 36C1-LABELLED TRICHLOROETHYLENE AND TETRACHLOROETHYLENE IN THE RAT.

Authors:  J W DANIEL
Journal:  Biochem Pharmacol       Date:  1963-08       Impact factor: 5.858

2.  An enzyme from rat liver catalysing conjugations with glutathione.

Authors:  J Booth; E Boyland; P Sims
Journal:  Biochem J       Date:  1961-06       Impact factor: 3.857

3.  Human erythrocyte metabolism studies by 1H spin echo NMR.

Authors:  F F Brown; I D Campbell; P W Kuchel; D C Rabenstein
Journal:  FEBS Lett       Date:  1977-10-01       Impact factor: 4.124

Review 4.  The nature and distribution of enzymes catalyzing the conjugation of glutathione with foreign compounds.

Authors:  L F Chasseaud
Journal:  Drug Metab Rev       Date:  1973       Impact factor: 4.518

5.  Depletion by 1,2-dibromoethane, 1,2-dibromo-3-chloropropane, tris(2,3-dibromopropyl)phosphate, and hexachloro-1,3-butadiene of reduced non-protein sulfhydryl groups in target and non-target organs.

Authors:  W M Kluwe; R McNish; K Smithson; J B Hook
Journal:  Biochem Pharmacol       Date:  1981-08-15       Impact factor: 5.858

6.  Formaldehyde metabolism by Escherichia coli. Detection by in vivo 13C NMR spectroscopy of S-(hydroxymethyl)glutathione as a transient intracellular intermediate.

Authors:  R P Mason; J K Sanders; A Crawford; B K Hunter
Journal:  Biochemistry       Date:  1986-08-12       Impact factor: 3.162

7.  Role of microsomal and cytosolic glutathione S-transferases in the conjugation of hexachloro-1:3-butadiene and its possible relevance to toxicity.

Authors:  C R Wolf; P N Berry; J A Nash; T Green; E A Lock
Journal:  J Pharmacol Exp Ther       Date:  1984-01       Impact factor: 4.030

8.  Formation and transport of xenobiotic glutathione-S-conjugates in red cells.

Authors:  K G Eckert; P Eyer
Journal:  Biochem Pharmacol       Date:  1986-01-15       Impact factor: 5.858
  8 in total

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