Collison-induced dissociation threshold energies of protonated glycine, glycinamide, and some related small peptides and peptide amino amides

Journal of the American Chemical Society

Volumn 119, Issue 28, 1997, Pages 6552-6563

  Klassen, John S ^a   Kebarle, Paul ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCINAMIDE; GLYCINE; OLIGOPEPTIDE;

ARTICLE; IN VITRO STUDY; IONIZATION; MASS SPECTROMETRY; MOLECULAR DYNAMICS; PEPTIDE ANALYSIS; QUANTUM CHEMISTRY; THEORY;

EID: 0030810477     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962813m     Document Type: Article

References (38)

1. Hunt, D. F.; Yates, J. R., III; Shabanowitz, J.; Winston, S.; Hauer, C. R. Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 6233.
2. Somogyi, A.; Wysocki, V. H.; Mayer, I. J. Am. Soc. Mass Spectrom. 1994, 5, 704.
3. Poppe-Schriemer, N.; Ens, W.; O'Neil, J. D.; Spicer, V.; Standing, K. G.; Westmore, J. B.; Yee, A. A. Int. J. Mass Spectrom. Ion Processes.
4. Yalcin, T.; Khow, C.; Csizmadia, I. G.; Peterson, M. R.; Harrison, A. G. J. Am. Soc. Mass Spectrom. 1995, 6, 1164.
5. Meot-Ner, M.; Dongre, A. R.; Somogyi, A.; Wysocki, V. H. Rapid Commun. Mass Spectrom. 1995, 9, 829.
6. Price, W. D.; Schnier, P. D.; Williams, E. R. Anal. Chem. 1996, 68, 859.
7. Armentrout, P. B. Thermochemical Measurements by Guided Ion Beam Mass Spectrometry. In Advances in Gas Phase Ion Chemistry; Adams, N., Babcock, L. M., Eds.; JAI Press Inc., Greenwich, CT, 1992; Vol. 1, p 83.
8. (a) Sunderlin, L. S.; Wang, D.; Squires, R. R. J. Am. Chem. Soc. 1993, 115, 12060.
9. (b) Mazinelli, P. J.; Paulino, J. A.; Sunderlin, L. S.; Wenthold, P. G.; Poutsma, J. C.; Squires, R. R. Int. J. Mass Spectrom. Ion Processes 1994, 130, 89.
10. (c) Magnera, T. F.; David, D. E.; Stulik, D.; Orth, R. G.; Jonkman, H. T.; Michl, J. J. Am. Chem. Soc. 1989, 111, 5036.
11. Kebarle, P. Annu. Rev. Phys. Chem. 1977, 28, 445.
12. (a) Klassen, J. S.; Blades, A. T.; Kebarle, P. Phys. Chem. 1995, 99, 15509.
13. (b) Blades, A. T.; Klassen, J. S.; Kebarle, P. J. Am. Chem. Soc. 1995, 117, 10563.
14. (a) Klassen, J. S.; Anderson, S. G.; Blades, A. T.; Kebarle, P. J. Phys. Chem. 1996, 100, 14218.
15. (b) Anderson, S. G.; Blades, A. T.; Klassen, J. S.; Kebarle, P. Int. J. Mass Spectrom. Ion Processes 1995, 141, 217.
16. Keesee, R. G.; Lee, N.; Castleman, A. W., Jr. J. Am. Chem. Soc. 1979, 101, 2599.
17. (a) Dalleska, N. F.; Honma, K.; Armentrout, P. B. J. Am. Chem. Soc. 1993, 115, 12125.
18. (b) Loh, S. K.; Hales, D. A.; Lian, L.; Armentrout, P. B. J. Phys. Chem. 1989, 90, 5466.
19. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Ngyuen, K. A.; Su, S. J.; Windus, T. L.; Dupuis, M.; Montgomery, J. A. J. Comput. Chem. 1993, 14, 1347.
20. (a) Meot-Ner, M.; Field, F. H. J. Am. Chem. Soc. 1973, 95, 7207.
21. (b) Tsang, C. W.; Harrison, A. G. J. Am. Chem. Soc. 1976, 98, 1301.
22. (c) Dookeran, N. N.; Yalcin, T.; Harrison, A. G. J. Mass Spectrom. 1996, 31, 500.
23. (a) Cordero, M. M.; Houser, J. J.; Wesdemiotis, C. Anal. Chem. 1993, 65, 1594.
24. (b) Beranova, S.; Cai, J.; Wesdemiotis, C. J. Am. Chem. Soc. 1995, 117, 9492.
25. (a) Bouchonnet, S.; Hoppilliard, Y. Org. Mass Spectrom. 1992, 27, 71.
26. (b) Jensen, F. J. Am. Chem. Soc. 1992, 114, 9533.
27. (c) Bouchoux, G.; Bourcies, S.; Hoppilliard, Y.; Mauriac, C. Org. Mass Spectrom. 1993, 28, 1064.
28. The HF energies (in atomic units) calculated with a 3-21G basis set are the following: E(Ic) = -281.552329, E(Id) = -281.55077, E(Ie) = -281.574730.
29. The HF energies (in atomic units) calculated with a 3-21G basis set are the following: E(IIa) = -261.9110653, E(IIb) = -261.876203, E(IIc) = -261.8330618.
30. The calculated AMI energies (in atomic units) are the following: E(IIIa) = -45.423633, E(IIIb) = -45.410295, E(IIIc) = -45.37007.
31. Zhang, K.; Zimmerman, D. M.; Chung-Phillips, A.; Cassady, C. J. J. Am. Chem. Soc. 1993, 115, 10812.
32. 3 bond length and optimizing the remaining degrees of freedom. The energy maximum (E = -69.993005 au) was located at a bond length of 5.0 Å.
33. Mueller, D. R.; Eckersley, M.; Richter, W. J. Org. Mass Spectrom. 1988, 23, 217.
34. No detailed search for the lowest energy geometry of protonated Gly-Gly-Gly was performed: the internal energy distribution of the precursor ion was evaluated by using the vibrational frequencies of a single local minimum obtained from semiempirical calculations. The average internal energy obtained with these frequencies is 7.2 kcal/mol. This is close to what one would have estimated based on the average internal energies obtained for protonated glycine, 1.7 kcal/mol, and glycylglycine, 4.4 kcal/ mol.
35. Kulik, R. W.; Heerma, W. Biomed. Environ. Mass Spectrom. 1989, 18, 910.
36. 27
37. Schultz, R. H.; Crellin, K. C.; Armentrout, P. B. J. Am. Chem. Soc. 1991, 113, 8590.
38. Yeh, R. W.; Grimley, J. M.; Bursey, M. M. Biol. Mass Spectrom. 1991, 20, 443.