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Stereoselective Analysis of Tiopronin Enantiomers in Rat Plasma Using High-Performance Liquid Chromatography-Electrospray Ionization Mass Spectrometry After Chiral Derivatization

Stereoselective Analysis of Tiopronin Enantiomers in Rat Plasma Using High-Performance Liquid Chromatography-Electrospray Ionization Mass Spectrometry After Chiral Derivatization

Huan Wang, Chen Ma, Jia Zhou, Xiao Quan Liu

Chirality. 2009 May;21(5):531-8.

PMID: 18655161

Abstract:

A specific and relatively sensitive high-performance liquid chromatography-electrospray ionization mass spectrometry (HPLC-ESI-MS) was developed for the quantitative analysis of tiopronin enantiomers in rat plasma. The method is based on the derivatization of (+)-tiopronin and (-)-tiopronin with 2,3,4,6-tetra-O-acetyl-beta-glucopyranosyl isothiocyanate (GITC) in acetonitrile. The separation of resulting diastereomic derivatives was performed on C18 column (150 mm x 2.0 mm ID, packed with 5.0 mum C(18) silica RP particle), using a mobile phase of methanol/water (containing 5.3 mM formic acid) with gradient elution. LC-MS was performed in the selected ion monitoring and positive ion mode using target ions at m/z: 575 for the diastereomic derivatives of tiopronin and m/z: 603 for the derivative of N-isobutyryl-D-cysteine (internal standard). The method was validated in terms of specificity, linearity, sensitivity, precision, accuracy, matrix effect, and stability. The calibration curves were linear over the concentration range of 0.025-5 microg/ml for both enantiomers of tiopronin. For both enantiomers of tiopronin, the interbatch and intrabatch variability values were less than 15%, and the accuracy was within +/-17% in terms of relative error. The method was successfully applied to a pharmacokinetic study of rac-tiopronin in rat.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP124529073	N-Isobutyryl-D-cysteine		124529-07-3	Price

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