On the basis of the calculations at the density functional theory it has been studied the influence of propionic acid on the acid promoted hydrolysis of alanine dipeptide at two mechanisms: concerted catalyzed and concerted non-catalyzed. It was revealed that in both cases the reaction activation barrier decreases comparing with aqueous systems.
кислотный гидролиз, пептидная связь, карбоновые кислоты, теория функционала плотности, acid hydrolysis, peptide bond, carboxylic acids, density functional theory
1. G. Estiu, K.M. Jr. Merz, J. Phys. Chem. V. 111, 6507-6519 (2007).
2. S.L. Cohen, C. Price, J. Vlasak, J. Am. Chem. Soc., 129, 6976-6977 (2007).
3. A.J. Cordoba, B.J. Shyong, D. Breen, R.J. Harris, J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 818, 115-121 (2005).
4. B. Pan, M.S. Ricci, B.L. Trout, J. Phys. Chem. B, 115, 5958-5970 (2011).
5. R.S. Brown, A.J. Bennet, H. Slebocka-Tilk, Acc. Chem. Res., 25, 481-488 (1992).
6. R.M. Smith, D.E. Hansen, J. Am. Chem. Soc., 120, 8910-8913 (1998)
7. H. Slebocka-Tilk, F. Sauriol, M. Monette, R.S. Brown, Can. J. Chem., 80, 1343-1350 (2002).
8. J. F. Marlier, E. Campbell, C. Lai, M. Weber, L.A. Reinhardt, W.W. Cleland, J. Org. Chem., 71, 3829-3836 (2006).
9. J.P. Krug, P.L.A. Popelier, R.F.W. Bader, J. Phys. Chem., 96, 7604-7616 (1992).
10. B. Wang, Z. Cao, J. Phys. Chem. A, 114, 12918-12927 (2010).
11. B. Pan, M.S. Ricci, B.L. Trout, J. Phys. Chem. B, 114, 4389-4399 (2010).
12. S. Antonczak, M.F. Ruiz-López, J.L. Rivail, J. Am. Chem. Soc. 116, 3912-3921 (1994).
13. S. Antonczak, M.F. Ruiz-López, J.L. Rivail, J. Mol. Model., 3, 434-442 (1997).
14. D. Zahn, Eur. J. Org. Chem. 2004, 4020-4023 (2004).
15. L. Gorb, A. Asensio, I. Tunon, M.F. Ruiz-López, Chem. Eur. J., 11, 6743-6753 (2005).
16. P. Ball, ChemPhysChem, 18 , 2677-2685 (2008).
17. R.P. Bora, A. Barman, X. Zhu, M. Ozbil, R. Prabhakar, J. Phys. Chem. B., 114, 10860-10875 (2010).
18. G.M. Hrapkovskiy, D.V. Chachkov, Vestnik Kazanskogo tehnologicheskogo universiteta, 20, 7-10 (2012).
19. G.M. Hrapkovskiy, D.V. Chachkov, Vestnik Kazanskogo tehnologicheskogo universiteta, 24, 20-23 (2012)
20. D.V. Chachkov, A.G. Shamov, G.M. Hrapkovskiy, Vestnik Kazanskogo tehnologicheskogo universiteta, 18, 79-82 (2012)
21. C. Lee, W. Yang, R.G. Parr, Phys. Rev. B, 37, 785-789 (1988).
22. A.D. Becke, J. Chem. Phys., 98, 5648-5652 (1993).
23. M.J. Frisch, G.W. Trucks, H.B. Schlegel,... D.J. Fox, Gaussian 09, Revision A.02 Gaussian Inc., Wallingford, C.T., 2009
