Succinimidyl (3-[(benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl)acetate on a triazole-bonded phase for the separation of dl-amino-acid enantiomers and the mass-spectrometric determination of chiral amino acids in rat plasma.
Chiral derivatization reagent
Hydrophilic-interaction chromatography (HILIC)
Triazole-bonded stationary phase
dl-Amino acid
Journal
Journal of chromatography. A
ISSN: 1873-3778
Titre abrégé: J Chromatogr A
Pays: Netherlands
ID NLM: 9318488
Informations de publication
Date de publication:
25 Jan 2019
25 Jan 2019
Historique:
received:
24
07
2018
revised:
18
10
2018
accepted:
22
11
2018
pubmed:
18
12
2018
medline:
6
3
2019
entrez:
18
12
2018
Statut:
ppublish
Résumé
Changes in the levels of amino-acid enantiomers are associated with some serious diseases; consequently, amino acid monitoring in peripheral blood can be used to diagnose and predict the onset of disease. Herein, we report the design and synthesis of a new chiral derivatization reagent, namely succinimidyl (4S)-(3-[(benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl)acetate ((S)-COXA-OSu), for the separation of dl-amino-acid enantiomers. The usefulness of (S)-COXA-OSu was examined as a derivatization reagent for LC-MS/MS following certification of its total optical purity (>99%). The enantiomeric separations of amino-acid derivatives tagged with the reagent were examined using a triazole-bonded phase. (S)-COXA-OSu enabled the simultaneous enantiomeric separation of more than 40 α-amino acids. (S)-COXA-amino-acid derivatives were efficiently converted into their product ions, from which formaldehyde (CH
Identifiants
pubmed: 30554776
pii: S0021-9673(18)31484-5
doi: 10.1016/j.chroma.2018.11.061
pii:
doi:
Substances chimiques
Acetates
0
Amino Acids
0
Triazoles
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
131-137Informations de copyright
Copyright © 2018 Elsevier B.V. All rights reserved.