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Russian Chemical Bulletin

, Volume 59, Issue 5, pp 896–911 | Cite as

Resonant dissociative electron capture by the simplest amino acids and dipeptides

  • M. V. Muftakhov
  • P. V. Shchukin
Full Articles

Abstract

The formation of ions from amino acids (glycine and alanine) and dipeptides (glycylglycine, alanylalanine, and glycylalanine) under the resonant electron capture conditions was studied by negative ion resonant electron capture mass spectrometry. The isobaric ions were found, their effective yield curves were experimentally separated, and the elemental composition was determined. The thermochemical aspect of ion formation was considered, and probable dissociative channels of fragmentation ion formation and their structures were established on the basis of this aspect. Bond cleavage reactions only and H-shift processes were revealed. The rearrangements occur presumably through the stage of formation of intramolecular hydrogen bonds. The cross-sections of formation of ions [M − H] were measured in the energy range 1.1–1.3 eV. The metastable decay channels of ions [M − H] and [M − COOH] were found in the energy range 4.5–7.5 eV for dipeptides, which enabled establishing the genetic relationship between the parental and daughter ions and revealing hidden fragmentation pathways.

Key words

mass spectrometry resonant electron capture negative ions glycine alanine glycylglycine alanylalanine glycylalanine 

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References

  1. 1.
    B. Boudaiffa, P. Cloutier, D. Hunting, M. A. Huels, L. Sanche, Science, 2000, 287, 1658.CrossRefGoogle Scholar
  2. 2.
    H. Massey, Negative Ions, Cambridge University Press, Cambridge, 1976.Google Scholar
  3. 3.
    S. Gohlke, A. Rosa, E. Illenberger, F. Brüning, M. A. Huels, J. Chem. Phys., 2002, 116, 10164.CrossRefGoogle Scholar
  4. 4.
    S. Ptasinska, S. Denifl, A. Abedi, P. Scheier, T. D. Märk, Anal. Bioanal. Chem., 2003, 377, 1115.CrossRefGoogle Scholar
  5. 5.
    Y. V. Vasil’ev, B. J. Figard, V. G. Voinov, D. F. Barofsky, M. L. Deinzer, J. Am. Chem. Soc., 2006, 128, 5506.CrossRefGoogle Scholar
  6. 6.
    A. Mauracher, S. Denifl, A. Aleem, N. Wendt, F. Zappa, P. Cicman, M. Probst, T. D. Märk, P. Scheier, H. D. Flosadóttir, O. Ingólfsson, E. Illenberger, Phys. Chem. Chem. Phys., 2007, 9, 5680.CrossRefGoogle Scholar
  7. 7.
    S. Ptasińska, S. Denifl, P. Candori, S. Matejcik, P. Scheier, T. D. Märk, Chem. Phys. Lett., 2005, 403, 107.CrossRefGoogle Scholar
  8. 8.
    P. Papp, J. Urban, S. Matejcik, M. Stano, O. Ingolfsson, J. Chem. Phys., 2006, 125, 204301.CrossRefGoogle Scholar
  9. 9.
    H. Abdoul-Carime, E. Illenberger, Chem. Phys. Lett., 2004, 397, 309.CrossRefGoogle Scholar
  10. 10.
    H. Abdoul-Carime, S. Gohlke, E. Illenberger, Chem. Phys. Lett., 2005, 402, 497.CrossRefGoogle Scholar
  11. 11.
    V. A. Mazunov, P. V. Shchukin, R. V. Khatymov, M. V. Muftakhov, Mass-spektrometriya [Mass Spectrometry], 2006, 3(1), 11 (in Russian).Google Scholar
  12. 12.
    O. G. Khvostenko, P. V. Shchukin, G. M. Tuimedov, M. V. Muftakhov, E. E. Tseplin, S. N. Tseplina, V. A. Mazunov, Int. J. Mass Spectrom., 2008, 273, 69.CrossRefGoogle Scholar
  13. 13.
    M. V. Muftakhov, Yu. V. Vasil’ev, V. A. Mazunov, Rapid Commun. Mass Spectrom., 1999, 13, 1104.CrossRefGoogle Scholar
  14. 14.
    R. V. Khatymov, M. V. Muftakhov, V. A. Mazunov, Rapid Commun. Mass Spectrom., 2003, 17, 2327.CrossRefGoogle Scholar
  15. 15.
    A. Pelc, W. Sailer, P. Scheier, M. Probst, N. J. Mason, E. Illenberger, T. D. Märk, Chem. Phys. Lett., 2002, 361, 277.CrossRefGoogle Scholar
  16. 16.
    W. Sailer, A. Pelc, M. Probst, J. Limtrakul, P. Scheier, E. Illenberger, T. D. Märk, Chem. Phys. Lett., 2003, 378, 250.CrossRefGoogle Scholar
  17. 17.
    A. Pelc, W. Sailer, P. Scheier, T. D. Märk, E. Illenberger, Chem. Phys. Lett., 2004, 392, 465.CrossRefGoogle Scholar
  18. 18.
    J. Hacaloglu, A. Gokmen, S. Suzer, E. Illenberger, H. Baumgartel, J. Phys. Chem., 1989, 93, 7095.CrossRefGoogle Scholar
  19. 19.
    A. M. Scheer, P. Mozejko, G. A. Gallup, P. D. Burrow, J. Chem. Phys., 2007, 126, 174301.CrossRefGoogle Scholar
  20. 20.
    Yu. V. Vasil’ev, B. J. Figard, D. F. Barofsky, M. L. Deinzer, Int. J. Mass Spectrom., 2007, 268, 106.CrossRefGoogle Scholar
  21. 21.
    Yu. V. Vasil’ev, M. V. Muftakhov, G. M. Tuimedov, R. V. Khatymov, R. R. Abzalimov, V. A. Mazunov, T. Drewello, Int. J. Mass Spectrom., 2001, 205, 119.CrossRefGoogle Scholar
  22. 22.
    P. V. Shchukin, M. V. Muftakhov, R. V. Khatymov, A. V. Pogulay, Int. J. Mass Spectrom., 2008, 273, 1.CrossRefGoogle Scholar
  23. 23.
    M. V. Muftakhov, A. I. Parakhnenko, V. A. Mazunov, Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 1547 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1990, 39, 1400].Google Scholar
  24. 24.
    V. I. Khvostenko, S. R. Rafikov, Dokl. Akad. Nauk SSSR, 1975, 220, 892 [Dokl. Chem. (Engl. Transl.), 1975].Google Scholar
  25. 25.
    D. T. Nguyen, A. C. Scheiner, J. W. Andzelm, S. Sirois, D. R. Salahub, A. T. Hagler, J. Comput. Chem., 1997, 18, 1609.CrossRefGoogle Scholar
  26. 26.
    A. G. Császár, J. Am. Chem. Soc., 1992, 114, 9568.CrossRefGoogle Scholar
  27. 27.
    K. Iijima, M. Nakano, J. Mol. Struct., 1999, 485–486, 255.CrossRefGoogle Scholar
  28. 28.
    K. Aflatooni, B. Hitt, G. A. Gallup, P. D. Burrow, J. Chem. Phys., 2001, 115, 6489.CrossRefGoogle Scholar
  29. 29.
    V. V. Takhistov, Organicheskaya mass-spektrometriya [Organic Mass Spectrometry], Nauka, Leningrad, 1990, 224 pp. (in Russian).Google Scholar
  30. 30.
    S. G. Lias, J. Phys. Chem. Ref. Data, 1988, 17, Suppl. 1.Google Scholar
  31. 31.
    The NIST Chemistry WebBook, http://webbook.nist.gov.
  32. 32.
    T. M. Miller, CRC Handbook of Chemistry and Physics, Ed. D. R. Lide, CRC Press LLC, New York, 2000, 10.Google Scholar
  33. 33.
    S. W. Benson, Thermochemical Kinetics, Academic Press, New York, 1976, 342 pp.Google Scholar
  34. 34.
    H. M. Rosenstock, J. Dannacher, J. F. Liebman, Radiat. Phys. Chem., 1982, 20, 7.Google Scholar
  35. 35.
    H. D. Flosadóttir, S. Denifl, F. Zappa, N. Wendt, A. Mauracher, A. Bacher, H. Jónsson, T. D. Märk, P. Scheier, O. Ingólfsson, Angew. Chem., Int. Ed., 2007, 46, 8057.CrossRefGoogle Scholar
  36. 36.
    R. G. Cooks, J. H. Beynon, R. M. Caprioli, G. R. Lester, Metastable Ions, Elsevier, Amsterdam, 1973, 296 pp.Google Scholar

Copyright information

© Springer Science+Business Media, Inc.  2010

Authors and Affiliations

  1. 1.Institute of Molecular and Crystal PhysicsUfa Research Center of the Russian Academy of SciencesUfaRussian Federation

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