It was studied the influence of alcohols and carboxylic acids on the transition state structure and the activation energy of non-enzymatic peptide bond hydrolysis by density functional density. It was revealed that hydroxyl-containing compounds decrease the energy barrier of the reaction along with pK decreasing.
пептидная связь, гидролиз, органические растворители, квантово-химические расчеты, peptide bond, hydrolysis, organic solvents, quantum-chemical calculations
1. R. Wolfender, M.J. Snider Acc. Chem. Res., 34, 938-945 (2001).
2. A.J. Cordoba, B.J. Shyong, D. Breen, R.J. Harris, J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 818, 115-121 (2005).
3. S.L. Cohen, C. Price, J. Vlasak, J. Am. Chem. Soc., 129, 6976-6977 (2007).
4. A. Radzicka, R. Wolfenden, J. Am. Chem. Soc., 118, 6105-6109 (1996).
5. R.M. Smith, D.E. Hansen, J. Am. Chem. Soc., 120, 8910-8913 (1998)
6. L. Gorb, A. Asensio, I. Tunon, M.F. Ruiz-Lopez, Chem. Eur. J., 11, 6743-6753 (2005).
7. S. Antonczak, M.F. Ruiz-López, J.L. Rivail, J. Mol. Model., 3, 434-442 (1997).
8. B. Wang, Z. Cao, J. Phys. Chem. A, 114, 12918-12927 (2010).
9. G.M. Hrapkovskiy, D.V. Chachkov, Vestnik Kazanskogo tehnologicheskogo universiteta, 20, 7-10 (2012).
10. G.M. Hrapkovskiy, D.V. Chachkov, Vestnik Kazanskogo tehnologicheskogo universiteta, 24, 20-23 (2012)
11. D.V. Chachkov, A.G. Shamov, G.M. Hrapkovskiy, Vestnik Kazanskogo tehnologicheskogo universiteta, 18, 79-82 (2012)
12. M.J. Frisch, G.W. Trucks, H.B. Schlegel, ... J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian 09, Revision A.02 Gaussian Inc., Wallingford, C.T., 2009
13. C. Lee, W. Yang, R.G. Parr, Phys. Rev. B, 37, 785-789 (1988).
14. A.D. Becke, J. Chem. Phys., 98, 5648-5652 (1993).
15. V. Barone, M. Cossi, J. Phys. Chem. A, 102, 1995-2001 (1998).
