Premium
Quantification of salsolinol enantiomers by stable isotope dilution liquid chromatography with tandem mass spectrometric detection
Author(s) -
Cai Min,
Liu YiMing
Publication year - 2008
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.3847
Subject(s) - chemistry , chromatography , enantiomer , tandem mass spectrometry , high performance liquid chromatography , electrospray ionization , mass spectrometry , selected reaction monitoring , electrospray , fragmentation (computing) , chiral column chromatography , stereochemistry , computer science , operating system
Salsolinol, 1‐methyl‐6,7‐dihydroxy‐2,3,4,5‐tetrahydroisoquinoline (SAL), is a precursor of a Parkinsonian neurotoxin, N‐methysalsolinol (N‐methyl‐SAL). Previous studies have shown that individual enantiomers of N‐methyl‐SAL possess distinct neurotoxicological properties. In this work, a chiral high‐performance liquid chromatography (HPLC) method with electrospray ionization tandem mass spectrometric (ESI‐MS/MS) detection was developed for the quantification of ( R/S )‐SAL enantiomers. Enantioseparation was achieved on a β ‐cyclodextrin‐bonded silica gel column, and the resolved enantiomers were detected by ESI‐MS/MS operated in positive ion mode. The ESI collision‐induced dissociation (CID) mass spectrum of SAL was studied together with that of its deuterium‐labeled analog (i.e. salsolinol‐ α , α , α ,1‐d 4 , SAL‐d 4 ) so that the fragmentation pathways could be elucidated. Further, using SAL‐d 4 as internal standard in HPLC/MS/MS analysis of SAL improved significantly assay accuracy and reliability. Determination of ( R / S )‐SAL enantiomers present in food samples such as dried banana chips was demonstrated. Copyright © 2008 John Wiley & Sons, Ltd.