Skip to main content
Log in

Gas-phase studies of the retinal protonated Schiff base chromophore

  • Regular Article - Topical Issue
  • Published:
The European Physical Journal D Aims and scope Submit manuscript

Abstract

Gas-phase studies of the retinal protonated Schiff base chromophore are reviewed. The use of action spectroscopy has solidified the understanding of the spectral-tuning mechanisms of this important chromophore. Ion-mobility spectrometry and gas phase femtosecond pump-probe spectroscopy studies indicate that several of the remarkable photo-isomerization properties of the chromophore such as its specificity and ultrafast nature are intrinsic properties of the chromophore. With a firm understanding of the properties of the isolated retinal chromophore in terms of spectroscopy and dynamics, the influence of the protein is becoming better understood.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

Data availability statement

This manuscript has no associated data or the data will not be deposited. [Authors comment: this paper only reviews data which was published in earlier publications.]

References

  1. J.L. Spudich, C.S. Yang, K.H. Jung, E.N. Spudich, Annu. Rev. Cell Dev. Bi. 16, 365 (2000)

    Article  Google Scholar 

  2. O.P. Ernst, D.T. Lodowski, M. Elstner, P. Hegemann, L.S. Brown, H. Kandori, Chem. Rev. 114, 126 (2014)

    Article  Google Scholar 

  3. L. Hofmann, K. Palczewski, Prog. Retin. Eye. Res. 49, 46 (2015)

    Article  Google Scholar 

  4. S. Brønsted Nielsen and J. Wyer (editors). Photophysics of ionic biochromophores. Physical Chemistry In Action, Springer, (2013)

  5. M. Garavelli, F. Negri, M. Olivucci, J. Am. Chem. Soc. 121, 1023–1029 (1999)

    Article  Google Scholar 

  6. C.S. Page, M. Olivucci, J. Comp. Chem. 24, 298–309 (2003)

    Article  Google Scholar 

  7. A. Cembran, R. Gonzalez-Luque, P. Altoe, M. Merchan, F. Bernardi, M. Olivucci, M. Garavelli, J. Phys. Chem. A. 109, 6597–6605 (2005)

    Article  Google Scholar 

  8. M. Wanko, M. Hoffmann, P. Strodel, A. Koslowski, W. Thiel, F. Neese, T. Frauenheim, M. Elstner, J. Phys. Chem. B. 109, 3606–3615 (2005)

    Article  Google Scholar 

  9. S. Sekharan, O. Weingart, V. Buss, Biophys. J. 91, L7–L9 (2006)

    Article  Google Scholar 

  10. A. Cembran, R. Gonzalez-Luque, L. Serrano-Andres, M. Merchan, M. Garavelli, Th. Chem. Acc. 118(1), 173–183 (2007)

    Article  Google Scholar 

  11. R. Send, D. Sundholm, Phys. Chem. Chem. Phys. 9, 2862–2867 (2007)

    Article  Google Scholar 

  12. K. Bravaya, A. Bochenkova, A. Granovsky, A. Nemulkhin, J. Am. Chem. Soc. 129, 13035–13042 (2007)

    Article  Google Scholar 

  13. K. Fujimoto, S. Hayashi, J. Hasegawa, H. Nakatsuji, J. Chem. Thoer. Comp. 3, 605–618 (2007)

    Article  Google Scholar 

  14. M. Sun, Y. Ding, G. Cui, Y. Liu, J. Phys. Chem. A. 111, 2946–2950 (2007)

    Article  Google Scholar 

  15. A. Altun, S. Yokoyama, K. Morokuma, J. Phys. Chem. B. 112, 16883–16890 (2008)

    Article  Google Scholar 

  16. A. Altun, S. Yokoyama, K. Morokuma, J. Phys. Chem. B. 112, 6814–6827 (2008)

    Article  Google Scholar 

  17. I. Schapiro, J. Phys. Chem. A. 120, 3353–3365 (2016)

    Article  Google Scholar 

  18. S.S. Dong, L. Gagliardi, D.G. Truhlar, Phys. Chem. Chem. Phys. 20, 7265–7276 (2018)

    Article  Google Scholar 

  19. J.K. Yu, R. Liang, F. Liu, T.J. Martínez, J. Am. Chem. Soc. 141, 18193–18203 (2019)

    Article  Google Scholar 

  20. L.H. Andersen, I.B. Nielsen, M.B. Kristensen, M.O.A. El Ghazaly, S. Haacke, M. Brøndsted Nielsen, M.A. Petersen, J. Am. Chem. Soc. 127, 12347 (2005)

    Article  Google Scholar 

  21. H.B. Pedersen, A. Svendsen, L.S. Harbo, H.V. Kiefer, H. Kjeldsen, L. Lammich, Y. Toker, L.H. Andersen, Rev. Sci. Instrum. 86, 063107 (2015)

    Article  ADS  Google Scholar 

  22. K. Støchkel, U. Kadhane, J.U. Andersen, A.I.S. Holm, P. Hvelplund, M. Kirketerp, M.K. Larsen, M.K. Lykkegaard, S. Brøndsted-Nielsen, S. Panja, H. Zettergren, Rev. of Sci. Instrum. 79, 023107 (2008)

    Article  ADS  Google Scholar 

  23. A. Svendsen, R. Teiwes, H.V. Kiefer, L.H. Andersen, H.B. Pedersen, Rev. Sci. Instrum. 87, 013111 (2016)

    Article  ADS  Google Scholar 

  24. H.E. Revercomb, E.A. Mason, Anal. Chem. 47, 970–983 (1975)

    Article  Google Scholar 

  25. S.L. Koeniger, S.I. Merenbloom, S.J. Valentine, M.F. Jarrold, H.R. Udseth, R.D. Smith, D.E. Clemmer, Anal. Chem. 78, 4161–4174 (2006)

    Article  Google Scholar 

  26. N.A. Pierson, D.E. Clemmer, Int. J. Mass Spectrom. 377, 646 (2014)

    Article  Google Scholar 

  27. B.D. Adamson, N.J.A. Coughlan, R.E. Continetti, J. Bieske. Phys. Chem. Chem. Phys. 15, 9540 (2013)

    Article  Google Scholar 

  28. N.J.A. Coughlan, K.J. Catani, B.D. Adamson, U. Wille, E.J. Bieske, J. Chem. Phys. 140, 164307 (2014)

    Article  ADS  Google Scholar 

  29. N.J.A. Coughlan, B.D. Adamson, L. Gamon, K. Catani, J. Bieske. Phys. Chem. Chem. Phys. 17, 22623 (2015)

    Article  Google Scholar 

  30. Y. Toker, J. Langeland, E. Gruber, C. Kjaer, S. Brøndsted Nielsen, L.H. Andersen, V.A. Borin, I. Schapiro, Phys. Rev. A. 98, 043428 (2018)

    Article  ADS  Google Scholar 

  31. L. Musbat, S. Assis, J.M. Dilger, T.J. El-Baba, D.R. Fuller, J.L. Knudsen, H.V. Kiefer, A. Hirshfeld, N. Friedman, L.H. Andersen, M. Sheves, D.E. Clemmer, Y. Toker, J. Am. Soc. Mass. Spectrom. 29, 2152 (2018)

    Article  ADS  Google Scholar 

  32. L.H. Andersen, A.V. Bochenkova, Eur. Phys. J. D. 51, 5–14 (2009)

    Article  ADS  Google Scholar 

  33. K. Katayama, S. Gulati, J.T. Ortega, N.S. Alexander, W. Sun, M.M. Shenouda, K. Palczewski, B. Jastrzebska, J. Biol. Chem. 194, 6082–6093 (2019)

    Article  Google Scholar 

  34. J. Rajput, D.B. Rahbek, L.H. Andersen, A. Hirshfeld, M. Sheves, P. Altoe, G. Orlandi, M. Garavelli, Angew. Chem. Int. Ed. 49, 1790 (2010)

    Article  Google Scholar 

  35. I.B. Nielsen, L. Lammich, L.H. Andersen, Phys. Rev. Lett. 96, 018304 (2006)

    Article  ADS  Google Scholar 

  36. J.L. Langeland, A. Kluge, A.V. Bochenkova, H.V. Kiefer, L.H. Andersen, Phys. Chem. Chem. Phys. 20, 7190 (2018)

    Article  Google Scholar 

  37. M.H. Stockett, M. Boesen, J. Houmøller, S. Brøndsted Nielsen, Angew. Chem. Int. Ed. 56, 3490 (2017)

    Article  Google Scholar 

  38. J. Langeland, C. Kjær, L.H. Andersen, S. Brøndsted Nielsen, Chem. Phys. Chem. 19, 1 (2018)

    Article  Google Scholar 

  39. T.W. Cronin, M.J. Bok, J. Exp. Biol. 219, 2790–2801 (2016)

    Article  Google Scholar 

  40. I.B. Nielsen, M.Å. Petersen, L. Lammich, M. Brøndsted Nielsen, L.H. Andersen, J. Phys. Chem. A. 110, 12592 (2006)

    Article  Google Scholar 

  41. F. Molnar, M. Ben-Nun, K. Schulten, J. Mol. Struct. Theochem. 506, 169–178 (2000)

    Article  Google Scholar 

  42. S. Gozem, H.L. Luk, I. Schapiro, M. Olivucci, Chem. Rev. 117, 13502–13565 (2017)

    Article  Google Scholar 

  43. Y. Toker, D.B. Rahbek, H.V. Kiefer, J. Rajput, R. Antoine, P. Dugourd, S. Brøndsted Nielsen, A.V. Bochenkova, L.H. Andersen, Phys. Chem. Chem. Phys. 15, 19566 (2013)

    Article  Google Scholar 

  44. L. Musbat, M. Nihamkin, S. Ytzhak, A. Hirshfeld, N. Friedman, J.M. Dilger, M. Sheves, Y. Toker, J. Phys. Chem. A 120, 2547–2549 (2016)

    Article  Google Scholar 

  45. D.P. Demarque, A.E.M. Crotti, R. Vessecchi, J.L.C. Lopes, N.P. Lopes, Nat. Prod. Rep. 33, 432–455 (2016)

    Article  Google Scholar 

  46. N.J.A. Coughlan, B.D. Adamson, K.J. Catani, U. Wille, E.J. Bieske, J. Phys. Chem. Lett. 5, 3195–3199 (2014)

    Article  Google Scholar 

  47. R.B. Van Breemen, L. Dong, N.D. Pajkovic, Int. J. Mass Spectrom. 312, 163 (2012)

    Article  Google Scholar 

  48. C.W. West, J.N. Bull, J.R.R. Verlet, Phys. Chem. Lett. 7, 4635 (2016)

    Article  Google Scholar 

  49. N.J.A. Coughlan, M.S. Scholz, C.S. Hansen, A.J. Trevitt, B.D. Adamson, E.J. Bieske, J. Am. Soc. Mass Spectrom. 27, 1483–1490 (2016)

    Article  ADS  Google Scholar 

  50. L. Musbat, M. Nihamkin, Y. Toker, J.M. Dilger, D.R. Fuller, T.J. El-Baba, D.E. Clemmer, S. Sarkar, L. Kronik, A. Hirshfeld, N. Friedman, M. Sheves, Phys. Rev. E 95, 012406 (2017)

    Article  ADS  Google Scholar 

  51. Y. Toker, O. Aviv, M. Eritt, O. Heber, D. Schwalm, D. Zajfman, Phys. Rev. A. 76, 053201 (2007)

    Article  ADS  Google Scholar 

  52. P. Ferrari, E. Janssens, P. Lievens, K. Hansen, Int. Rev. Phys. Chem. 38, 405–440 (2019)

    Article  Google Scholar 

  53. Y. Toker, A. Svendsen, A.V. Bocehnkova, L.H. Andersen, Angew. Chem. Int. Ed. 51, 8757 (2012)

    Article  Google Scholar 

  54. A. Wand, I. Gdor, J. Zhu, M. Sheves, S. Ruhman, Annu. Rev. Phys. Chem. 64, 437–458 (2013)

    Article  ADS  Google Scholar 

  55. J. Dilger, L. Musbat, M. Sheves, A.V. Bochenkova, D.E. Clemmer, Y. Toker, Angew. Chem. Int. Ed. 127, 4830–4834 (2015)

    Article  Google Scholar 

  56. S. Gozem, I. Schapiro, N. Ferre, M. Olivucci, Science 337, 1225–1228 (2012)

    Article  ADS  Google Scholar 

  57. N.A. Pierson, S.J. Valentine, D.E. Clemmer, J. Phys. Chem. B. 114, 7777–7783 (2010)

    Article  Google Scholar 

  58. H.V. Kiefer, E. Gruber, J.L. Langeland, P.A. Kusochek, A.V. Bochenkova, L.H. Andersen, Nat. Commun. 10, 1210 (2019)

    Article  ADS  Google Scholar 

  59. J.N. Bull, C.W. West, C.S. Anstoter, G. da Silva, E.J. Bieske, J.R.R. Verlet, Phys. Chem. Chem. Phys. 21, 10567 (2019)

    Article  Google Scholar 

Download references

Acknowledgements

We are grateful to professor Evan Bieske for sharing with us the data which appears in Fig. 2b.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Y. Toker.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Toker, Y., Andersen, L.H. Gas-phase studies of the retinal protonated Schiff base chromophore. Eur. Phys. J. D 75, 7 (2021). https://doi.org/10.1140/epjd/s10053-020-00024-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1140/epjd/s10053-020-00024-0

Keywords

Navigation