Resolution of α-substituted amino acid enantiomers by high-performance liquid chromatography after derivatization with a chiral adduct of o-phthalaldehyde : Application to glutamic acid analogues

The fluorescent diastereoisomeric adducts formed in a precolumn derivatization reaction of enantiomeric α-substituted amino acids with o-phthalaldehyde and N-acetyl- l-cysteine were separated by high-performance liquid chromatography on a conventional reversed-phase column. This method was particula...

Full description

Saved in:
Bibliographic Details
Published in:Journal of Chromatography A 1988-01, Vol.440, p.209-215
Main Authors: Maurs, M., Trigalo, F., Azerad, R.
Format: Article
Language:English
Subjects:
amino acids
Analytical biochemistry: general aspects, technics, instrumentation
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Fundamental and applied biological sciences. Psychology
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The fluorescent diastereoisomeric adducts formed in a precolumn derivatization reaction of enantiomeric α-substituted amino acids with o-phthalaldehyde and N-acetyl- l-cysteine were separated by high-performance liquid chromatography on a conventional reversed-phase column. This method was particularly efficient for the complete analytical resolution of α-substituted glutamic acid analogues, such as 2-methylglutamic acid, and several cyclic analogues (1-amino-1,3-dicarboxycyclohexane, 1-amino-1,3-dicarboxy-2-cyclohexene and 1-amino-1,3-dicarboxycyclopentane). The order of elution from the column was correlated with the absolute configuration of the derivatives.
ISSN:0021-9673
DOI:10.1016/S0021-9673(00)94524-2