PL EN


Preferences help
enabled [disable] Abstract
Number of results
Journal
2013 | 11 | 7 | 1101-1111
Article title

Reliability of protonation constants of vildagliptin dimers by the regression analysis of pH-titration data

Content
Title variants
Languages of publication
EN
Abstracts
EN
Protonation constants of protonated monomers and dimers of the vildagliptin are determined potentiometrically. For the low concentration c L = 3.3 mmol dm−3 the monomers L and LH dominate, while for a higher concentration c L = 6.3 mmol dm−3 the dimers L2H2, L2H3, L2H4 and L2H are mainly present. The algorithm used has little influence on the precision of the formation constants in comparison with the reproducibility of the titration. The mixed protonation constants of vildagliptin dimers Lq Hr at various temperatures are determined using FBSTAC4 and HYPERQUAD regression analysis of the potentiometric titration data. The accuracy of the protonation constants log10 βqr depends on the accuracy of the group parameters. As two group parameters L 0, H T are ill conditioned in a model, their determination is therefore uncertain; both can significantly cause a systematic error in the estimated common parameters log10 βqr . Using various regression diagnostics the goodness-of-fit proves the reliability of all parameter estimates. A rough estimation of thermodynamic enthalpies ΔH 0 (kJ mol−1) and entropies ΔS 0 (J K−1 mol−1) is determined from the temperature variation of protonation constants. The enthalpy shows the protonation process is exothermic, and the entropy indicates that it is spontaneous. [...]
Publisher
Journal
Year
Volume
11
Issue
7
Pages
1101-1111
Physical description
Dates
published
1 - 7 - 2013
online
26 - 4 - 2013
References
  • [1] N. Matikainen, S. Manttari, A. Schweizer, A. Ulvestad, D. Mills, B.E. Dunning, J.E. Foley, M.R. Taskinen, Diabetologia 49, 2049 (2006) http://dx.doi.org/10.1007/s00125-006-0340-2[Crossref]
  • [2] I. Brandt, J. Joossens, X. Chen, M.B. Maes, S. Scharpe, I. De Meester, A.M. Lambeir, Biochem. Pharmacol. 70, 134 (2005) http://dx.doi.org/10.1016/j.bcp.2005.04.009[Crossref]
  • [3] A. Mari, W.M. Sallas, Y.L. He, C. Watson, M. Ligueros-Saylan, B.E. Dunning, C.F. Deacon, J.J. Holst, J.E. Foley, J. Clin. Endocrinol. Metab. 90, 4888 (2005) http://dx.doi.org/10.1210/jc.2004-2460[Crossref]
  • [4] B. F. Burkey, X. Li, L. Bolognese, B. Balkan, M. Mone, M. Russell, T.E. Hughes, P.R. Wang, J. Pharmacol. Exp. Ther. 315, 688 (2005) http://dx.doi.org/10.1124/jpet.105.087064[Crossref]
  • [5] S. Ristic, S. Byiers, J. Foley, D. Holmes, Diabetes Obes. Metab. 7, 692 (2005) http://dx.doi.org/10.1111/j.1463-1326.2005.00539.x[Crossref]
  • [6] B. Ahren, M. Landin-Olsson, P.A. Jansson, M. Svensson, D. Holmes, A. Schweizer, J. Clin. Endocrinol. Metab. 89, 2078 (2004) http://dx.doi.org/10.1210/jc.2003-031907[Crossref]
  • [7] R. Mentlein, B. Gallwitz, W.E. Schmidt, Eur. J. Biochem. 214, 829 (1993) http://dx.doi.org/10.1111/j.1432-1033.1993.tb17986.x[Crossref]
  • [8] C. Rigano, M. Grasso, S. Sammartano, Ann. Chim. (Rome) 74, 537 (1984)
  • [9] C. De Stefano, P. Princi, C. Rigano, S. Sammartano, Ann. Chim. (Rome) 77, 643 (1987)
  • [10] S. Capone, A. De Robertis, C. De Stefano, S. Sammartano, R. Scarcella, Talanta 34, 593 (1987) http://dx.doi.org/10.1016/0039-9140(87)80198-4[Crossref]
  • [11] C. De Stefano, P. Mineo, C. Rigano, S. Sammartano, Ann. Chim. (Rome) 83, 243 (1993)
  • [12] C. DeStefano, C. Foti, O. Giuffre, P. Mineo, C. Rigano, S. Sammartano, Ann. Chim. (Rome) 86, 257 (1996)
  • [13] P. Gans, A. Sabatini, A. Vacca, Talanta 43, 1739 (1996) http://dx.doi.org/10.1016/0039-9140(96)01958-3[Crossref]
  • [14] M. Meloun, J. Havel, E. Högfeldt, Computation of solution equilibria: a guide to methods in potentiometry, extraction, and spectrophotometry (E. Horwood, Chichester, England, 1988)
  • [15] M. Meloun, J. Militký, M. Forina, Chemometrics for analytical chemistry, Volume 2: PC-aided regression and related methods (Ellis Horwood, Chichester, 1994)
  • [16] M. Meloun, V. Říha, J. Žáček, Chem. Listy 82, 765 (1988), (in Czech)
  • [17] P. M. May, D. R. Williams, P. W. Linder, R. G. Torrington, Talanta 29, 249 (1982) http://dx.doi.org/10.1016/0039-9140(82)80108-2[Crossref]
  • [18] M. Meloun, J. Militký, Statistical Data Anaylsis: A Practical Guide (Woodhead Publishing, New Delhi, India, 2011) http://dx.doi.org/10.1533/9780857097200[Crossref]
  • [19] A. Halama, B. Kafková, T. Chvojka, WIPO Patent Application WO/2010/022690, 2010.04.04
  • [20] S. Winter, J. Bosch, J.P. Serrano, J.J. Soto, United states patent application US 2008/0167479 A1, 2008.07.10
Document Type
Publication order reference
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_s11532-013-0244-1
Identifiers
JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.