GC-MS analysis of amino acid enantiomers as their N(O,S)-perfluoroacyl perfluoroalkyl esters: application to space analysis

Chirality
M G ZampolliF Dondi

Abstract

The target of the in-situ research of optical activity in extraterrestrial samples stimulated an extended investigation of a GC-MS method based on the derivatization of amino acids by using a mixture of perfluorinated alcohols and perfluorinated anhydrides. Amino acids are converted to their N(O,S)-perfluoroacyl perfluoroalkyl esters in a single-step procedure, using different combinations of the derivatization reagents trifluoroacetic anhydride (TFAA)-2,2,2-trifluoro-1-ethanol (TFE), TFAA-2,2,3,3,4,4,4-heptafluoro-1-butanol (HFB), and heptafluorobutyric anhydride (HFBA)-HFB. The derivatives obtained are analyzed using two different chiral columns: Chirasil-L-Val and gamma-cyclodextrin (Rt-gamma-DEXsa) stationary phases which show different and complementary enantiomeric selectivity. The mass spectra of the derivatives are studied, and mass fragmentation patterns are proposed: significant fragment ions can be identified to detect amino acid derivatives. The obtained results are compared in terms of the enantiomeric separation achieved and mass spectrometric response. Linearity studies and the measurement of the limit of detection (LOD) show that the proposed method is suitable for a quantitative determination of enantiomers of ...Continue Reading

References

Aug 6, 1975·Journal of Chromatography·P Husek
May 1, 1974·Analytical Biochemistry·C W Moss, M A Lambert
Jan 12, 1999·Journal of Pharmaceutical and Biomedical Analysis·J L ReubsaetW J Underberg
Apr 15, 1999·Journal of Chromatography. B, Biomedical Sciences and Applications·J SeguraM Montagna
Jul 10, 1999·Journal of Chromatography. a·S O AkapoG C Carle
Aug 4, 1999·Proceedings of the National Academy of Sciences of the United States of America·D P GlavinG D McDonald
Aug 19, 2000·Journal of Chromatography. a·E Börjesson, L Torstensson
Feb 24, 2001·Journal of Chromatography. a·C D Stalikas, C N Konidari
Mar 1, 1995·Geochimica Et Cosmochimica Acta·G D McDonald, J L Bada
Jan 1, 1996·Analytical Chemistry·J L Bada, G D McDonald
Mar 29, 2002·Nature·Max P BernsteinLouis J Allamandola
Mar 29, 2002·Nature·G M Muñoz CaroJ M Greenberg
Aug 21, 2002·Origins of Life and Evolution of the Biosphere : the Journal of the International Society for the Study of the Origin of Life·Noriko Fujii
Sep 19, 2002·Analytical Chemistry·Robert SternbergClaude Rodier
Jul 30, 2003·Journal of Chromatography. a·Maria Chiara PietrograndeClaire Vidal-Madjar
Nov 1, 1977·Proceedings of the National Academy of Sciences of the United States of America·M NakagawaB Witkop
Oct 19, 1979·Science·J R CroninC B Moore

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Citations

Apr 28, 2009·Analytical and Bioanalytical Chemistry·Magdalena C WaldhierPeter J Oefner
Mar 30, 2013·Analytical and Bioanalytical Chemistry·Maria Chiara Pietrogrande
Jul 18, 2009·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Yuji TaniJunko Motonaka
May 3, 2011·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Volker Schurig
Jul 29, 2010·Journal of Pharmaceutical and Biomedical Analysis·Yanqiao Xiang, Gregory W Sluggett
Apr 8, 2010·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Magdalena C WaldhierPeter J Oefner
Jan 3, 2007·Journal of Mass Spectrometry : JMS

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