A Mass Spectrometry Method for the Determination of Enantiomeric Excess in Mixtures of d,l-Amino Acids

A mass spectrometry method based on ion/molecule reactions for determining enantiomeric excess in mixtures of amino acids is illustrated. Protonated complexes of amino acids with β-cyclodextrin are produced in the gas phase using electrospray ionization. Under a background pressure of N-propylamine,...

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Published in:Analytical chemistry (Washington) 2000-09, Vol.72 (18), p.4275-4281
Main Authors: Grigorean, Gabriela, Ramirez, Javier, Ahn, Seong He, Lebrilla, Carlito B
Format: Article
Language:English
Subjects:
Amino acids
Amino Acids - analysis
Aminoacids, peptides. Hormones. Neuropeptides
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chemistry
Cyclodextrins
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Indicators and Reagents
Mass spectrometry
Organic chemistry
Proteins
Reactivity and mechanisms
Scientific imaging
Spectrometry, Mass, Electrospray Ionization
Stereoisomerism
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cited_by cdi_FETCH-LOGICAL-a471t-4f2dd5e6718f942cd41615153b29a2ba029cafe3250de051cdfdc146760564073
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creator Grigorean, Gabriela
Ramirez, Javier
Ahn, Seong He
Lebrilla, Carlito B
description A mass spectrometry method based on ion/molecule reactions for determining enantiomeric excess in mixtures of amino acids is illustrated. Protonated complexes of amino acids with β-cyclodextrin are produced in the gas phase using electrospray ionization. Under a background pressure of N-propylamine, the amino acid is replaced by the alkylamine. The rates of the guest exchange reaction vary with the chirality of the amino acid. A calibration curve employing varying mixtures of d- and l-amino acids is produced and the fractions of the d isomer in the test mixtures are determined. The quality of the curve is compared to the chiral selectivity of the reaction. In general, the best calibration curves are obtained in systems with the greatest selectivity.
doi_str_mv 10.1021/ac000061f
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Amino acids
Amino Acids - analysis
Aminoacids, peptides. Hormones. Neuropeptides
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chemistry
Cyclodextrins
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Indicators and Reagents
Mass spectrometry
Organic chemistry
Proteins
Reactivity and mechanisms
Scientific imaging
Spectrometry, Mass, Electrospray Ionization
Stereoisomerism
title A Mass Spectrometry Method for the Determination of Enantiomeric Excess in Mixtures of d,l-Amino Acids
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