Comprehensive theoretical study towards the accurate proton affinity values of naturally occurring amino acids

International Journal of Quantum Chemistry

Volumn 106, Issue 14, 2006, Pages 2920-2933

  Dinadayalane, T C ^a   Sastry, G Narahari ^b   Leszczynski, Jerzy ^a  

^a JACKSON STATE UNIVERSITY   (United States)

^b INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Amino acids; Global minima; Potential energy surface; Proton affinity; Quantum chemical calculations

Indexed keywords

AMINO ACIDS; APPROXIMATION THEORY; BOND STRENGTH (CHEMICAL); COMPUTATIONAL METHODS; CONFORMATIONS; HYDROGEN BONDS; PROTONS;

INTRAMOLECULAR HYDROGEN BONDING; POTENTIAL ENERGY SURFACE; PROTON AFFINITY; QUANTUM CHEMICAL CALCULATIONS; QUANTUM CHEMICAL STUDIES;

QUANTUM THEORY;

EID: 33750898596     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.21117     Document Type: Conference Paper

References (43)

1. Harrison, A.C. Mass Spectrom Rev 1997, 16, 201.
2. Taft, R. W. In Proton Transfer Reactions; Caldin, E.; Gold, V., Eds.; Chapman & Hall: London, 1975; pp 31-77.
3. Hojesen, G. J Am Chem Soc 1987, 109, 5557.
4. Caprioli, R. M., Ed. Continuous-Flow Fast Atom Bombardment Mass Spectrometry; Wiley: New York, 1990.
5. Benninghoven, A.; Roudenauer, F. G.; Werner, H. W., Eds. Secondary Iom Mass Spectrometry; Basic Concepts, Instrumental Aspects, Applications, and Trends; Wiley: New York, 1987.
6. Cole, K. B., Ed. Electrospray Inonization Mass Spectrometry: Fundamentals, Instrumentation, and Applications; Wiley: New York, 1997.
7. Gorman, G. S.; Speir, J. P.; Turner, C. A.; Amster, I. J. J Am Chem Soc 1492, 114, 3986.
8. Mirza, S. P.; Prabhakar, S.; Vairamani, M. Rapid Commun Mass Spectrom 2001, 15, 957.
9. Meot-Ner, M.; Hunter, E. P.; Field, F. H. J Am Chum Soc 1979, 101, 686.
10. Bojesen, C.; Breindahl, T. J Chem Soc Perkin Trans 2, 1994, 1029.
11. Li, X.; Harrison, A. G. Org Mass Spectrom 1993, 28, 366.
12. Wu, Z.; Fenselau, C. Rapid Commun Mass Spectrom 1992, 6, 403.
13. Wu, Z.; Fenselau, C. Rapid Commun Mass Spectrom 1994, 8, 777.
14. Isa, K.; Omote, T.; Amaya, M. Org Mass Spectrom 1990, 25. 620.
15. Cooks, R. G.; Kruger, T. L. J Am Chem Soc 1977, 99, 1279.
16. McLuckey, S.A.; Cameron, D.; Cooks, R. C. J Am Chem Soc 1981, 103, 1313.
17. Cooks, R. G.; Koskinen, J. T.; Thomas, P. D. J Mass Spectrom 1999, 34, 85.
18. Cooks, R. G.; Patrick, J. S.; Kotiaho, T.; McLuckey, S. A. Mass Spec Rev 1994, 13, 287.
19. Armentrout, P. B. J Am Soc Mass Spectrom 2000, 11, 371.
20. Afonso, C.; Modeste, F.; Breton, P.; Fournier, F.; Tabet, J. C. Eur J Mass Spectrom 2000, 6, 443.
21. Kuntz, A. F.; Boynton, A. W.; David, G. A.; Colyer, K. E.; Poutsma, J. C. J Am Soc Mass Spectrom 2002, 13, 72.
22. Schroeder, O. E.; Andriole, E. J.; Carver, K. L.; Colyer, K. E.; Poutsma, J. C. J Phys Chem A 2004, 108, 326.
23. Maksic, Z. B.; Kovacevic, B. Chem Phys Lett 1999, 307, 497.
24. Mezzache, S.; Afonso, C.; Pepe, C.; Karoyan, P.; Fournier, F.; Tabet, J.-C. Rapid Commun Mass Spectrom 2003, 17, 1626.
25. Pepe, C.; Rochut, S.; Paumard, J.-P.; Tabet, J.-C. Rapid Commun Mass Spectrom 2004, 18, 307.
26. Marino, T.; Russo, N.; Tocci, E.; Toscano, M. J Mass Spectrom 2001, 36, 301.
27. Bliznyuk, A. A.; Schaefer, H. F., III; Amster, I. J. J Am Chem Soc 1993, 115, 5149.
28. Sun, W.; Kinsel, G. R.; Marynick, D. S. J Phys Chem A 1999, 103, 4113.
29. Perez, P.; Contreras, R. A Chem Phys Lett 1998, 293, 239.
30. Baeten, A.; De Proft, F.; Geerlings, P. Int J Quantum Chem 1996, 60, 931.
31. Smith, B. J.; Radom, L. J Am Chem Soc 1993, 115, 4885.
32. Topol, I. A.; Burt, S. K.; Russo, N.; Toscano, M. J Am Soc Mass Spectrom 1999, 10, 318.
33. Topol, I. A.; Burt, S. K.; Toscano, M.; Russo, N. J Mol Struct (Theochem) 1998, 430, 41.
34. Noguera, M.; Rodriguez-Santiago, L.; Sodupe, M.; Bertran, J. J Mol Struct (Theochem) 2001, 537, 307.
35. Podolyan, Y.; Gorb, L.; Leszczynski, J. J Phys Chem A 2000, 104, 7346.
36. Hunter, E. P. L.; Lias, S. G. J Phys Chem Ref Data 1998, 27, 413.
37. NIST database of PA values (http://webbook.nist.gov/chemistry).
38. Solomons, T. W. G. In Fundamentals of Organic Chemistry, Wiley: Wiley, edn. 4, 1994; p 974.
39. Del Bene, J. E. J Phys Chem 1993, 97, 107.
40. Merril, G. N.; Kass, S. R. J Phys Chem 1996, 100, 17465.
41. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprkh, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Rega, N.; Salvador, P.; Dannenberg, J. J.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98; Revision A. 11.2; Gaussian: Pittsburgh, PA, 2001.
42. Rogalewicz, F.; Hoppilliard, Y.; Ohanessian, G. Int J Mass Spectrom 2000, 195/196, 565.
43. Lioe, H.; O'Hair, R. A. J.; Reid, G. E. J Am Soc Mass Spectrom 2004, 15, 65.