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Bond cleavage reactions in the tripeptide trialanine upon free electron capture

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Abstract

In the present study we performed dissociative electron attachment (DEA) measurements with the tripeptide trialanine, C9H17N3O4, utilizing a crossed electron-molecular beam experiment with high electron energy resolution (~100 meV). Anion efficiency yields as a function of the incident electron energy are obtained for the most abundant anions up to electron energies of ~4 eV. Quantum chemical calculations are performed to determine the thermochemical thresholds for the anions observed in the measurements. There is no evidence of a molecular anion with lifetime of mass spectrometric timescales. The dehydrogenated closed shell anion (M-H)− is one of the fragment anions observed for which the calculations show that H-loss is energetically possible from carboxyl, as well as amide groups. In contrast to the dipeptide dialanine and monomer alanine the cleavage of the N-C α bond in the peptide chain is already possible by attachment of electrons at ~0 eV.

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References

  1. E. Surdutovich, A.V. Yakubovich, A.V. Solov’yov, Eur. Phys. J. D 60, 101 (2010)

    Article  ADS  Google Scholar 

  2. M. Mucke, M. Braune, S. Barth, M. Förstel, T. Lischke, V. Ulrich, T. Arion, U. Becker, A. Bradshaw, U. Hergenhahn, Nat. Phys. 6, 143 (2010)

    Article  Google Scholar 

  3. S.M. Pimblott, J.A. Laverne, Radiat. Phys. Chem. 76, 1244 (2007)

    Article  ADS  Google Scholar 

  4. B. Boudaïffa, P. Cloutier, D. Hunting, M.A. Huels, L. Sanche, Science 287, 1658 (2000)

    Article  ADS  Google Scholar 

  5. A. Keller, J. Kopyra, K.V. Gothelf, I. Bald, New J. Phys. 15, 083045 (2013)

    Article  ADS  Google Scholar 

  6. Y.V. Vasil’ev, B.J. Figard, V.G. Voinov, D.F. Barofsky, M.L. Deinzer, J. Am. Chem. Soc. 128, 5506 (2006)

    Article  Google Scholar 

  7. H.D. Flosadottir, S. Denifl, F. Zappa, N. Wendt, A. Mauracher, A. Bacher, H. Jonsson, T.D. Märk, P. Scheier, O. Ingolfsson, Angew. Chem. Int. Ed. 46, 8057 (2007)

    Article  Google Scholar 

  8. P. Papp, J. Urban, S. Matejcik, M. Stano, O. Ingólfsson, J. Chem. Phys. 125, 204301 (2006)

    Article  ADS  Google Scholar 

  9. V. Vizcaino, B. Puschnigg, S.E. Huber, M. Probst, I.I. Fabrikant, G.A. Gallup, E. Illenberger, P. Scheier, S. Denifl, New J. Phys. 14, 043017 (2012)

    Article  ADS  Google Scholar 

  10. J. Kopyra, Chem. Phys. Lett. 533, 87 (2012)

    Article  ADS  Google Scholar 

  11. J. Kopyra, I. Szamrej, H. Abdoul-Carime, B. Farizon, M. Farizon, Phys. Chem. Chem. Phys. 14, 8000 (2012)

    Article  Google Scholar 

  12. V. Vizcaino, P. Bartl, D. Gschliesser, S.E. Huber, M. Probst, T.D. Märk, P. Scheier, S. Denifl, ChemPhysChem 12, 1272 (2011)

    Article  Google Scholar 

  13. P.V. Shchukin, M.V. Muftakhov, J. Morre, M.L. Deinzer, Y.V. Vasil’ev, J. Chem. Phys. 132, 234306 (2010)

    Article  ADS  Google Scholar 

  14. J. Kocisek, P. Papp, P. Mach, Y.V. Vasil’ev, M.L. Deinzer, S. Matejcik, J. Phys. Chem. 114, 1677 (2010)

    Article  Google Scholar 

  15. E. Alizadeh, D. Gschliesser, P. Bartl, M. Hager, A. Edtbauer, V. Vizcaino, A. Mauracher, M. Probst, T.D. Märk, S. Ptasińska, N.J. Mason, S. Denifl, P. Scheier, J. Chem. Phys. 134, 054305 (2011)

    Article  ADS  Google Scholar 

  16. D. Gschliesser, V. Vizcaino, M. Probst, P. Scheier, S. Denifl, Chem. Eur. J. 18, 4613 (2012)

    Article  Google Scholar 

  17. M.V. Muftakhov, P.V. Shchukin, Phys. Chem. Chem. Phys. 13, 4600 (2011)

    Article  Google Scholar 

  18. Y.V. Vasil’ev, B.J. Figard, J. Morré, M.L. Deinzer, J. Chem. Phys. 131, 044317 (2009)

    Article  ADS  Google Scholar 

  19. B. Puschnigg, S.E. Huber, M. Probst, K. Tanzer, V. Vizcaino, F. Ferreira da Silva, P. Scheier, P. Limão-Vieira, S. Denifl, Phys. Chem. Chem. Phys. 15, 3834 (2013)

    Article  Google Scholar 

  20. J. Kopyra, C. König-Lehmann, E. Illenberger, Chem. Phys. Lett. 578, 54 (2013)

    Article  ADS  Google Scholar 

  21. J. Kopyra, C. König-Lehmann, E. Illenberger, Chem. Phys. Lett. 550, 47 (2012)

    Article  ADS  Google Scholar 

  22. P.V. Shchukin, M.V. Muftakhov, A.V. Pogulay, Rapid. Commun. Mass Spectrom. 26, 828 (2012)

    Article  Google Scholar 

  23. H.J. Yoo, N. Wang, S. Zhuang, H. Song, K. Hakansson, J. Am. Chem. Soc. 133, 16790 (2011)

    Article  Google Scholar 

  24. G.A. Gallup, P.D. Burrow, I.I. Fabrikant, Phys. Rev. A 79, 042701 (2009)

    Article  ADS  Google Scholar 

  25. S. Denifl, S. Ptasińska, B. Sonnweber, P. Scheier, D. Liu, F. Hagelberg, J. Mack, L.T. Scott, T.D. Märk, J. Chem. Phys. 123, 104308 (2005)

    Article  ADS  Google Scholar 

  26. H. Hotop, M.-W. Ruf, M. Allan, I.I. Fabrikant, Adv. At. Mol. Phys. 49, 85 (2003)

    Article  ADS  Google Scholar 

  27. L.A. Curtiss, P.C. Redfern, K. Raghavachari, J. Chem. Phys. 127, 124105 (2007)

    Article  ADS  Google Scholar 

  28. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian 09, Revision A.1 (Gaussian Inc., Wallingford, CT, 2009)

  29. S. Ptasińska, S. Denifl, P. Candori, S. Matejcik, P. Scheier, T.D. Märk, Chem. Phys. Lett. 403, 107 (2005)

    Article  ADS  Google Scholar 

  30. P. Roepstorff, J. Fohlman, Biomed. Mass Spectrom. 11, 601 (1984)

    Article  Google Scholar 

  31. M. Sobczyk, I. Anusiewicz, J. Berdys-Kochanska, A. Sawicka, P. Skurski, J. Simons, J. Phys. Chem. A 109, 250 (2005)

    Article  Google Scholar 

  32. T. Sommerfeld, Phys. Chem. Chem. Phys. 4, 2511 (2002)

    Article  Google Scholar 

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Authors and Affiliations

  1. Institut für Ionenphysik und Angewandte Physik and Center of Molecular Biosciences Innsbruck, Universität Innsbruck, Technikerstr. 25, 6020, Innsbruck, Austria

    Benjamin Puschnigg, Stefan E. Huber, Paul Scheier, Michael Probst & Stephan Denifl

Authors
  1. Benjamin Puschnigg
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  2. Stefan E. Huber
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  3. Paul Scheier
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  4. Michael Probst
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  5. Stephan Denifl
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Correspondence to Stephan Denifl.

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Puschnigg, B., Huber, S., Scheier, P. et al. Bond cleavage reactions in the tripeptide trialanine upon free electron capture. Eur. Phys. J. D 68, 119 (2014). https://doi.org/10.1140/epjd/e2014-40815-2

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  • DOI: https://doi.org/10.1140/epjd/e2014-40815-2

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