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Distinction of Amino Acid Enantiomers Based on the Basicity of their Dimers

Vékey, Károly and Czira, G. (1997) Distinction of Amino Acid Enantiomers Based on the Basicity of their Dimers. ANALYTICAL CHEMISTRY, 69 (9). pp. 1700-1705. ISSN 0003-2700

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Abstract

Mixtures of several amino acid pairs, in all four chiral combinations, were studied, The protonated trimers (A(2)-BH+) fragment, forming ABH(+) and A(2)H(+) dimers, Abundance ratios of these fragments were measured in the mass-analyzed ion kinetic energy spectra of the trimers. These were found to depend on the stereochemistry (homo- or heterochiral form) of the ABH(+) dimer, The results were evaluated using the kinetic method, and the chiral discrimination was related to a difference in gasphase basicity (GB) between the homo- and the heterochiral dimers. Four amino acid pairs (proline-tryptophan, phenylalanine-alanine, phenylalanine-proline, and phenylalanine-valine) were studied, Chiral discriminations were observed in all cases, relating to 0.4-4 kJ/mol differences in GE, The technique described here can generally be used to study enantiomers by mass spectrometry and is capable of reliably distinguishing energy differences as small as 0.2 kJ/mol in cluster ions.

Item Type: Article
Subjects: Q Science / természettudomány > QD Chemistry / kémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 23 Feb 2014 07:49
Last Modified: 25 Feb 2014 08:03
URI: http://real.mtak.hu/id/eprint/10358

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