About this Journal Submit a Manuscript Table of Contents
International Journal of Peptides
Volume 2009 (2009), Article ID 362482, 4 pages
http://dx.doi.org/10.1155/2009/362482
Research Article

Effect of Microwave Radiation on Enzymatic and Chemical Peptide Bond Synthesis on Solid Phase

1Laboratory of Applied and Computational Biocatalysis, Department of Pharmaceutical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy
2School of Chemistry, The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK
3Manchester Interdisciplinary Biocentre (MIB), The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK

Received 15 October 2008; Accepted 4 February 2009

Academic Editor: Ayman El-Faham

Copyright © 2009 Alessandra Basso 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. M. Erdélyi and A. Gogoll, “Rapid microwave-assisted solid phase peptide synthesis,” Synthesis, no. 11, pp. 1592–1596, 2002.
  2. J. K. Murray and S. H. Gellman, “Application of microwave irradiation to the synthesis of 14-helical β-peptides,” Organic Letters, vol. 7, no. 8, pp. 1517–1520, 2005. View at Publisher · View at Google Scholar
  3. T. Matsushita, H. Hinou, M. Kurogochi, H. Shimizu, and S.-I. Nishimura, “Rapid microwave-assisted solid-phase glycopeptide synthesis,” Organic Letters, vol. 7, no. 5, pp. 877–880, 2005. View at Publisher · View at Google Scholar
  4. B. C. Gorske, S. A. Jewell, E. J. Guerard, and H. E. Blackwell, “Expedient synthesis and design strategies for new peptoid construction,” Organic Letters, vol. 7, no. 8, pp. 1521–1524, 2005. View at Publisher · View at Google Scholar
  5. H. J. Olivos, P. G. Alluri, M. M. Reddy, D. Salony, and T. Kodadek, “Microwave-assisted solid-phase synthesis of peptoids,” Organic Letters, vol. 4, no. 23, pp. 4057–4058, 2002. View at Publisher · View at Google Scholar
  6. J. M. Collins and M. J. Collins, “Novel method for solid phase peptide synthesis using microwave energy,” Biopolymers, vol. 71, no. 3, p. 361, 2003.
  7. B. Rejasse, S. Lamare, M.-D. Legoy, and T. Besson, “Influence of microwave irradiation on ezymatic properties: applications in enzyme chemistry,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 22, no. 5, pp. 518–526, 2007. View at Publisher · View at Google Scholar
  8. H.-M. Yu, S.-T. Chen, and K.-T. Wang, “Enhanced coupling efficiency in solid-phase peptide synthesis by microwave irradiation,” The Journal of Organic Chemistry, vol. 57, no. 18, pp. 4781–4784, 1992. View at Publisher · View at Google Scholar
  9. R. V. Ulijn, B. Baragaña, P. J. Halling, and S. L. Flitsch, “Protease-catalyzed peptide synthesis on solid support,” Journal of the American Chemical Society, vol. 124, no. 37, pp. 10988–10989, 2002. View at Publisher · View at Google Scholar
  10. R. V. Ulijn, I. Brazendale, G. Margetts, et al., “Two-photon microscopy to spatially resolve and quantify fluorophores in single-bead chemistry,” Journal of Combinatorial Chemistry, vol. 5, no. 3, pp. 215–217, 2003. View at Publisher · View at Google Scholar
  11. A. Y. Bosma, R. V. Ulijn, G. McConnell, J. Girkin, P. J. Halling, and S. L. Flitsch, “Using two photon microscopy to quantify enzymatic reaction rates on polymer beads,” Chemical Communications, vol. 9, no. 22, pp. 2790–2791, 2003. View at Publisher · View at Google Scholar
  12. R. V. Ulijn, N. Bisek, and S. L. Flitsch, “Enzymatic optical resolution via acylation-hydrolysis on a solid support,” Organic & Biomolecular Chemistry, vol. 1, no. 4, pp. 621–622, 2003. View at Publisher · View at Google Scholar
  13. A. Basso, R. V. Ulijn, S. L. Flitsch, et al., “Introduction of permanently charged groups into PEGA resins leads to improved biotransformations on solid support,” Tetrahedron, vol. 60, no. 3, pp. 589–594, 2004. View at Publisher · View at Google Scholar
  14. A. Basso, L. De Martin, L. Gardossi, et al., “Improved biotransformations on charged PEGA supports,” Chemical Communications, vol. 9, no. 11, pp. 1296–1297, 2003. View at Publisher · View at Google Scholar
  15. A. Basso, P. Braiuca, L. De Martin, et al., “Nonswelling macroporous synbeads for improved efficiency of solid-phase biotransformations,” Chemistry, vol. 10, no. 4, pp. 1007–1013, 2004. View at Publisher · View at Google Scholar
  16. M. A. Fara, J. J. Díaz-Mochón, and M. Bradley, “Microwave-assisted coupling with DIC/HOBt for the synthesis of difficult peptoids and fluorescently labelled peptides—a gentle heat goes a long way,” Tetrahedron Letters, vol. 47, no. 6, pp. 1011–1014, 2006. View at Publisher · View at Google Scholar
  17. B. Réjasse, T. Besson, M.-D. Legoy, and S. Lamare, “Influence of microwave radiation on free Candida antarctica lipase B activity and stability,” Organic & Biomolecular Chemistry, vol. 4, no. 19, pp. 3703–3707, 2006. View at Publisher · View at Google Scholar
  18. G. D. Yadav and P. S. Lathi, “Intensification of enzymatic synthesis of propylene glycol monolaurate from 1,2-propanediol and lauric acid under microwave irradiation: kinetics of forward and reverse reactions,” Enzyme and Microbial Technology, vol. 38, no. 6, pp. 814–820, 2006. View at Publisher · View at Google Scholar
  19. I. Roy and M. N. Gupta, “Non-thermal effects of microwaves on protease-catalyzed esterification and transesterification,” Tetrahedron, vol. 59, no. 29, pp. 5431–5436, 2003. View at Publisher · View at Google Scholar
  20. J.-R. Carrillo-Munoz, D. Bouvet, E. Guibé-Jampel, A. Loupy, and A. Petit, “Microwave-promoted lipase-catalyzed reactions. Resolution of (±)-1-phenylethanol,” The Journal of Organic Chemistry, vol. 61, no. 22, pp. 7746–7749, 1996. View at Publisher · View at Google Scholar
  21. M.-C. Parker, T. Besson, S. Lamare, and M.-D. Legoy, “Microwave radiation can increase the rate of enzyme-catalysed reactions in organic media,” Tetrahedron Letters, vol. 37, no. 46, pp. 8383–8386, 1996. View at Publisher · View at Google Scholar
  22. M. Gelo-Pujic, E. Guibé-Jampel, A. Loupy, and A. Trincone, “Enzymatic glycosidation in dry media under microwave irradiation,” Journal of the Chemical Society, Perkin Transactions 1, vol. 7, pp. 1001–1002, 1997. View at Publisher · View at Google Scholar
  23. G. Lin and W.-Y. Lin, “Microwave-promoted lipase-catalyzed reactions,” Tetrahedron Letters, vol. 39, no. 24, pp. 4333–4336, 1998. View at Publisher · View at Google Scholar