Determination of the gas-phase basicities of proline and its di- and tripeptides with glycine: The enhanced basicity of prolylproline

Journal of Mass Spectrometry

Volumn 31, Issue 12, 1996, Pages 1345-1350

  Ewing, Nigel P ^a   Zhang, Xin ^a   Cassady, Carolyn J ^a  

^a MIAMI UNIVERSITY   (United States)

Author keywords

FTMS or FT ICR; Gas phase basicity; Ion molecule reactions; Peptides; Proline

Indexed keywords

DIPEPTIDE; GLYCINE; GLYCYLGLYCINE; GLYCYLGLYCYLPROLINE; GLYCYLPROLINE; GLYCYLPROLYLGLYCINE; PROLINE; PROLYLGLYCINE; PROLYLGLYCYLGLYCINE; PROLYLPROLINE; TRIGLYCINE; TRIPEPTIDE; UNCLASSIFIED DRUG;

AMINO ACID ANALYSIS; ARTICLE; CALCULATION; CYCLOTRON; FOURIER TRANSFORMATION; GAS ANALYSIS; HYDROGEN BOND; MASS SPECTROMETER; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTEIN STRUCTURE; TECHNIQUE; THEORY; THERMODYNAMICS;

CHEMISTRY, PHYSICAL; CYCLOTRONS; DIPEPTIDES; FOURIER ANALYSIS; GLYCINE; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; MASS SPECTROMETRY; OLIGOPEPTIDES; PROLINE;

EID: 0030473050     PISSN: 10765174     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1096-9888(199612)31:12<1345::AID-JMS430>3.0.CO;2-4     Document Type: Article

References (39)

1. G. S. Gorman, J. P. Speir, C. A. Turner and I. J. Amster, J. Am. Chem. Soc. 114, 3986 (1992).
2. X. Li and A. G. Harrison, Org. Mass Spectrom. 28, 366 (1993).
3. Z. Wu and C. Fenselau, Rapid Commun. Mass Spectrom. 8, 777 (1994).
4. K. Isa, T. Omote and M. Amaya, Org. Mass Spectrom. 25, 620 (1990).
5. G. Bojesen, J. Am. Chem. Soc. 109, 5557 (1987).
6. Z. Wu and C. Fenselau, Rapid Commun. Mass Spectrom. 6, 403 (1992).
7. A. A. Bliznyuk, H. F. Schaefer and I. J. Amster, J. Am. Chem. Soc. 115, 5149 (1993).
8. G. Bojesen and T. Breindahl, J. Chem. Soc. Perkin Trans. 2, 1029 (1994).
9. M. Meot-Ner, E. P. Hunter and F. H. Field, J. Am. Chem. Soc. 101, 686 (1979).
10. Z. Wu and C. Fenselau, J. Am. Soc. Mass Spectrom. 3, 863 (1992).
11. K. Zhang, D. M. Zimmerman, A. Chung-Phillips and C. J. Cassady, J. Am. Chem. Soc. 115, 10812 (1993).
12. G. S. Gorman and I. J. Amster, J. Am. Chem. Soc. 115, 5729 (1993).
13. C. J. Cassady, S. R. Carr, K. Zhang and A. Chung-Phillips, J. Org. Chem. 60, 1704 (1995).
14. J. W. McKiernan, C. E. A. Beltrame and C. J. Cassady, J. Am. Soc. Mass Spectrom. 5, 718 (1994).
15. G. S. Gorman and I. J. Amster, Org. Mass Spectrom. 28, 1602 (1993).
16. J. Wu, E. Gard, J. Bregar, M. K. Green and C. B. Lebrilla, J. Am. Chem. Soc. 117, 9900 (1995).
17. K. Zhang, C. J. Cassady and A. Chung-Phillips, J. Am. Chem. Soc. 116, 11512 (1994).
18. J. Wu and C. B. Lebrilla, J. Am. Chem. Soc. 115, 3270 (1993).
19. X. Cheng, Z. Wu and C. Fenselau, J. Am. Chem. Soc. 115, 4844 (1993).
20. Z. Wu and C. Fenselau, Tetrahedron 49, 9197 (1993).
21. D. J. Barlow and J. M. Thornton, J. Mol. Biol. 201, 601 (1988).
22. J. Wess, S. Nanavati, Z. Vogel and R. Maggio, EMBO J. 12, 331 (1993).
23. R. W. Frank, R. Gennaro, K. Schneider, M. Przybylski and D. Romeo, J. Biol. Chem. 265, 18871 (1990).
24. G. Vanhoof, F. Goosens, I. De Meester, D. Hendriks and S. Scharpé, FASEB J. 9, 736 (1995).
25. D. F. Hunt, J. R. Yates, J. Shabanowitz, S. Winston and C. R. Hauer, Proc. Natl Acad. Sci. U.S.A. 83, 6233 (1986).
26. C. J. Barinaga, C. G. Edmonds, H. R. Udesth and R. D. Smith, Rapid Commun. Mass Spectrom. 3, 160 (1989).
27. E. C. Huang and J. D. Henion, J. Am. Soc. Mass Spectrom. 1, 158 (1990).
28. S. A. Martin and K. Biemann, Int. J. Mass Spectrom. Ion Proc. 78, 213 (1987).
29. B. L. Schwartz and M. M. Bursey, Biol. Mass Spectrom. 21, 92 (1992).
30. J. A. Loo, C. G. Edmonds and R. D. Smith, Anal. Chem. 65, 425 (1993).
31. M. J. S. Dewar, E. G. Zoebisch, E. F. Healy and J. J. P. Stewart, J. Am. Chem. Soc. 107, 3902 (1985).
32. P. Kofel, M. Allemann, H. P. Kellerhals and K. P. Wanczek, Int. J. Mass Spectrom. Ion Proc. 65, 97 (1985).
33. J. Perel, K. Faull, J. F. Mahoney, A. N. Tyler and J. D. Batchas, Am. Lab. 16, 94 (1984).
34. M. S. Ahmed and R. C. Dunbar, J. Am. Chem. Soc. 109, 3215 (1987).
35. M. B. Comisarow, V. Grassi and G. Parisod, Chem. Phys. Lett. 57, 413 (1978).
36. J. H. Espenson, Chemical Kinetics and Reaction Mechanisms, p. 55. McGraw-Hill, New York, (1981).
37. T. Su and M. T. Bowers, Int. J. Mass Spectrom. Ion Phys. 12, 347 (1973).
38. H. H. Büker and H. F. Grützmacher, Int. J. Mass Spectrom. Ion Proc. 109, 95 (1991).
39. S. G. Lias, J. F. Liebman and R. D. Levin, J. Phys. Chem. Ref. Data 13, 695 (1984).