Simultaneous Determination of Chiral Thiol Compounds and Monitoring of Dynamic Changes in Human Urine after Drinking Chinese Korean Ethnic Rice Wine

Chinese Korean ethnic rice wine, a traditional fermented wine made from rice or corn, has antioxidant and antihypertensive activities. Although the determination of amino acids and other nutrients in rice wine has been reported, the existence of chiral thiol compounds has not been published in the literature. Therefore, we established a highly sensitive and selective ultrahigh-performance liquid chromatography-high-resolution mass spectrometry method for simultaneous determination and chiral separation of dl -Cys-GSH, dl -Cys-Cys, and dl -Cys-Hcy based on ( R )-(5-(3-isothiocyanatopyrrolidin-1-yl)-5-oxopentyl) triphenylphosphonium derivatization. Three thiol diastereomers were completely separated on a YMC Triart C18 (2.0 × 150 mm, 1.9 μm) column with a resolution value (Rs) ≥ 1.52. The correlation coefficients were ≥0.9996, limit of detection was 2.40–7.20 fmol, and mean recoveries were 83.33–98.59%. Furthermore, fitted curves for dynamic changes in three kinds of chiral thiols in 10 human urine samples after drinking rice wine were drawn. Meanwhile, the metabolic changes in d / l -thiol compounds in human urine were investigated.