PMID: 8450717Jan 1, 1993Paper

Enzymatic formation and electrochemical characterization of multiply substituted glutathione conjugates of hydroquinone

Life Sciences
D L Puckett-VaughnC E Lunte

Abstract

1,4-Benzoquinone can undergo redox cycling in the presence of glutathione to produce multiply substituted products. It has previously been shown that the nephrotoxicity of the hydroquinone-glutathione conjugates increases with increasing substitution. However, based on chromatographically-assisted hydrodynamic voltammetry (CA-HDV), the oxidation potential was shown to apparently increase which, should lead to decreased toxicity. From the chemical formation of multiply substituted hydroquinone-glutathione conjugates from benzoquinone and glutathione, it is clear that the thermodynamic oxidation potential must decrease as substitution increases. This was confirmed by cyclic voltammetric (CV) characterization of the isolated conjugates. The discrepancy between the CV and CA-HDV data apparently results from kinetic factors arising from differences in the treatment of the electrode surface between the two experiments. The multiply substituted hydroquinone-glutathione conjugates were also produced in horseradish peroxidase incubations containing hydroquinone and glutathione. These products were identified chromatographically, spectrophotometrically, and electrochemically. The increasing ease of oxidation and the possible enzymatic fo...Continue Reading

References

Nov 15, 1979·Biochemical Pharmacology·D J Miner, P T Kissinger
Jan 1, 1990·Journal of Pharmaceutical and Biomedical Analysis·S M Lunte, C E Lunte
Jan 1, 1987·Annual Review of Pharmacology and Toxicology·G F KalfR Snyder
Dec 1, 1984·Biochemical Pharmacology·A A Elfarra, M W Anders
Feb 26, 1982·Biochemical and Biophysical Research Communications·J R Rice, P T Kissinger

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