Separation and detection of bis(alkylthio)selenides of penicillamine and glutathione by liquid chromatography with electrochemical detection. 1989

H M Killa, and D L Rabenstein
Department of Chemistry, University of California, Riverside 92521.

Sensitive and selective methodology is described for the simultaneous determination of thiols, disulfides and bis(alkylthio)selenides in mixtures formed by reaction of selenious acid with thiols. The methods are based on separation of the various compounds by reversed-phase ion pairing chromatography followed by detection with an electrochemical detector equipped with dual mercury/gold amalgam electrodes in series in the eluent stream. Thiols are detected directly at the downstream electrode. Bis(alkylthio)selenides and disulfides are detected indirectly by first reducing them at the upstream electrode followed by detection of the reduction products at the downstream electrode. Bis(alkylthio)selenides are reduced at less negative potentials than disulfides, making it possible to selectively detect them in mixtures with disulfides. Detector response to bis(penicillamine)selenides is linear from 1.1.10(-7) M up to at least 1.2.10(-4) M; the detection limit is estimated to be less than 2 pmol bis(penicillamine)selenide.

UI MeSH Term Description Entries
D010396 Penicillamine 3-Mercapto-D-valine. The most characteristic degradation product of the penicillin antibiotics. It is used as an antirheumatic and as a chelating agent in Wilson's disease. Dimethylcysteine,Mercaptovaline,beta,beta-Dimethylcysteine,Copper Penicillaminate,Cuprenil,Cuprimine,D-3-Mercaptovaline,D-Penicillamine,Metalcaptase,D 3 Mercaptovaline,D Penicillamine,Penicillaminate, Copper,beta,beta Dimethylcysteine
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D004563 Electrochemistry The study of chemical changes resulting from electrical action and electrical activity resulting from chemical changes. Electrochemistries
D005978 Glutathione A tripeptide with many roles in cells. It conjugates to drugs to make them more soluble for excretion, is a cofactor for some enzymes, is involved in protein disulfide bond rearrangement and reduces peroxides. Reduced Glutathione,gamma-L-Glu-L-Cys-Gly,gamma-L-Glutamyl-L-Cysteinylglycine,Glutathione, Reduced,gamma L Glu L Cys Gly,gamma L Glutamyl L Cysteinylglycine
D012643 Selenium An element with the atomic symbol Se, atomic number 34, and atomic weight 78.97. It is an essential micronutrient for mammals and other animals but is toxic in large amounts. Selenium protects intracellular structures against oxidative damage. It is an essential component of GLUTATHIONE PEROXIDASE. Selenium-80,Selenium 80
D013440 Sulfides Chemical groups containing the covalent sulfur bonds -S-. The sulfur atom can be bound to inorganic or organic moieties. Sulfide,Thioether,Thioethers,Sulfur Ethers,Ethers, Sulfur

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