Table of Contents Author Guidelines Submit a Manuscript
Journal of Analytical Methods in Chemistry
Volume 2014, Article ID 409089, 5 pages
http://dx.doi.org/10.1155/2014/409089
Research Article

Determination of β-Cyano-L-alanine, γ-Glutamyl-β-cyano-L-alanine, and Common Free Amino Acids in Vicia sativa (Fabaceae) Seeds by Reversed-Phase High-Performance Liquid Chromatography

Instituto de la Grasa (C.S.I.C.), Avenida Padre García Tejero 4, 41012 Sevilla, Spain

Received 3 October 2014; Accepted 8 December 2014; Published 22 December 2014

Academic Editor: Karoly Heberger

Copyright © 2014 Cristina Megías et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. D. Enneking, The toxicity of Vicia species and their utilization as grain legumes [Research thesis], Department of Plant Science, University of Adelaide, Adelaide, Australia, 1995.
  2. E. Pastor-Cavada, R. Juan, J. E. Pastor, M. Alaiz, and J. Vioque, “Nutritional characteristics of seed proteins in 28 Vicia species (Fabaceae) from Southern Spain,” Journal of Food Science, vol. 76, no. 8, pp. C1118–C1124, 2011. View at Publisher · View at Google Scholar · View at Scopus
  3. C. Ressler, “Neurotoxic amino acids of Lathyrus and vetch,” Federation Proceedings, vol. 23, no. 6P1, pp. 1350–1353, 1964. View at Google Scholar · View at Scopus
  4. M. E. Tate and D. Enneking, “Common vetch (Vicia sativa ssp. Sativa): feed or future food?” Grain Legumes, vol. 47, pp. 16–17, 2006. View at Google Scholar
  5. J. D. Berger, L. D. Robertson, and P. S. Cocks, “Agricultural potential of Mediterranean grain and forage legumes: anti-nutritional factor concentrations in the genus Vicia,” Genetic Resources and Crop Evolution, vol. 50, no. 2, pp. 201–212, 2003. View at Publisher · View at Google Scholar · View at Scopus
  6. P. C. H. Eichinger, N. E. Rothnie, I. Delaere, and M. E. Tate, “New technologies for toxin analyses in food legumes,” in Linking Research and Marketing Opportunities for Pulses in the 21st Century, R. Knight, Ed., vol. 34 of Current Plant Science and Biotechnology in Agriculture, pp. 685–692, Springer, Dordrecht, The Netherlands, 2000. View at Publisher · View at Google Scholar
  7. C. Ressler, J. G. Tatake, E. Kaizer, and D. H. Putnam, “Neurotoxins in a vetch food: stability to cooking and removal of γ-glutamyl-β-cyanoalanine and β-cyanoalanine and acute toxicity from common vetch (Vicia sativa L.) legumes,” Journal of the Agricultural and Food Chemistry, vol. 45, no. 1, pp. 189–194, 1997. View at Publisher · View at Google Scholar
  8. P. Thavarajah, D. Thavarajah, G. A. S. Premakumara, and A. Vandenberg, “Detection of common vetch (Vicia sativa L.) in Lentil (Lens culinaris L.) using unique chemical fingerprint markers,” Food Chemistry, vol. 135, no. 4, pp. 2203–2206, 2012. View at Publisher · View at Google Scholar · View at Scopus
  9. A. Gómez-Sánchez, P. B. Moya, and J. Bellanato, “Protection of the amino group of amino sugars by the acylvinyl group: part I, glycoside formation by the fischer reaction,” Carbohydrate Research, vol. 135, no. 1, pp. 101–116, 1984. View at Publisher · View at Google Scholar · View at Scopus
  10. M. Alaiz, J. Girón, F. J. Hidalgo et al., “Esterification of amino acids as their 2,2-bis(ethoxy-carbonyl)vinyl derivatives,” Synthesis-Stuttgart, vol. 7, pp. 544–547, 1989. View at Publisher · View at Google Scholar
  11. M. Alaiz, J. L. Navarro, J. Giron, and E. Vioque, “Amino acid analysis of high-performance liquid chromatography after derivatization with diethyl ethoxymethylenemalonate,” Journal of Chromatography A, vol. 591, no. 1-2, pp. 181–186, 1992. View at Publisher · View at Google Scholar · View at Scopus
  12. S. Gómez-Alonso, I. Hermosín-Gutiérrez, and E. García-Romero, “Simultaneous HPLC análisis of biogenic aminas, amino acids, and ammonium ion as aminoenone derivatives in wine and beer samples,” Journal of Agricultural and Food Chemistry, vol. 55, no. 3, pp. 608–613, 2007. View at Publisher · View at Google Scholar · View at Scopus
  13. C. P. del Campo, T. Garde-Cerdán, A. M. Sánchez, L. Maggi, M. Carmona, and G. L. Alonso, “Determination of free amino acids and ammonium ion in saffron (Crocus sativus L.) from different geographical origins,” Food Chemistry, vol. 114, no. 4, pp. 1542–1548, 2009. View at Publisher · View at Google Scholar · View at Scopus
  14. R. Rebane, K. Herodes, and I. Leito, “Analysis of selenomethylselenocysteine and selenomethionine by LC-ESI-MS/MS with diethyl ethoxymethylenemalonate derivatization,” Analyst, vol. 136, no. 24, pp. 5241–5246, 2011. View at Publisher · View at Google Scholar · View at Scopus
  15. R. Rebane and K. Herodes, “A sensitive method for free amino acids analysis by liquid chromatography with ultraviolet and mass spectrometric detection using precolumn derivatization with diethyl ethoxymethylenemalonate: application to the honey analysis,” Analytica Chimica Acta, vol. 672, no. 1-2, pp. 79–84, 2010. View at Publisher · View at Google Scholar · View at Scopus
  16. B. Redruello, V. Ladero, I. Cuesta et al., “A fast, reliable, ultra high performance liquid chromatography method for the simultaneous determination of amino acids, biogenic amines and ammonium ions in cheese, using diethyl ethoxymethylenemalonate as a derivatising agent,” Food Chemistry, vol. 139, no. 1–4, pp. 1029–1035, 2013. View at Publisher · View at Google Scholar · View at Scopus
  17. C. Megías, I. Cortés-Giraldo, J. Girón-Calle, J. Vioque, and M. Alaiz, “Determination of L- canavanine and other free amino acids in Vicia disperma (Fabaceae) seeds by precolumn derivatization using diethyl ethoxymethylenemalonate and reversed-phase high-performance liquid chromatography,” Talanta, vol. 131, pp. 95–98, 2015. View at Publisher · View at Google Scholar
  18. B. Tschiersch, “Occurrence of γ-glutamyl-β-cyanoalanine,” Tetrahedron Letters, vol. 5, no. 13, pp. 747–749, 1964. View at Publisher · View at Google Scholar · View at Scopus
  19. I. Taverniers, M. De Loose, and E. Van Bockstaele, “Trends in quality in the analytical laboratory. II. Analytical method validation and quality assurance,” TrAC: Trends in Analytical Chemistry, vol. 23, no. 8, pp. 535–552, 2004. View at Publisher · View at Google Scholar · View at Scopus
  20. M. T. Farran, P. B. Dakessian, A. H. Darwish et al., “Performance of broilers and production and egg quality parameters of laying hens fed 60% raw or treated common vetch (Vicia sativa) seeds,” Poultry Science, vol. 80, no. 2, pp. 203–208, 2001. View at Publisher · View at Google Scholar · View at Scopus