2-Chloro-1-methylquinolinium tetrafluoroborate as an effective and thiol specific uv-tagging reagent for liquid chromatography

Citation
E. Bald et R. Glowacki, 2-Chloro-1-methylquinolinium tetrafluoroborate as an effective and thiol specific uv-tagging reagent for liquid chromatography, J LIQ CHR R, 24(9), 2001, pp. 1323-1339
Citations number
27
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Spectroscopy /Instrumentation/Analytical Sciences
Journal title
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES
ISSN journal
1082-6076 → ACNP
Volume
24
Issue
9
Year of publication
2001
Pages
1323 - 1339
Database
ISI
SICI code
1082-6076(2001)24:9<1323:2TAAEA>2.0.ZU;2-Q
Abstract
A new highly reactive, and thiol specific derivatization reagent for liquid chromatographic analysis has been developed. The reagent, 2-chloro-1-methy lquinolinium tetrafluoroburate, reacts instantaneously with hydrophilic thi ols in water under mild conditions. The 2-S-quinolinium derivatives, result ing from this reaction, are stable thioethers exhibiting well defined absor ption maximum at 348 nm and molar absorptivity coefficient about 2 x 10(4) L mol(-1) cm(-1). It is shown that under reversed-phase high performance li quid chromatography conditions with gradient elution, six thiols possessing different functional groups, can be baseline separated and quantified with in 4 min in one analytical run. The lower limits of detection and quantitation of the analytes (20 muL inje ction volume) are within 0.3-1.5 pmol and 0.5-4.0 pmol, respectively. The a ssays are linear in the range of 0.025-8 nmol/mL with correlation coefficie nts values close to 0.9999. Synthesis of 2-chloro-1-methylquinolinium tetrafluoroborate, as well as iso lation of the 2-S-quinolinium derivative of one model thiol, are described.