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Photo and collision induced isomerization of a cyclic retinal derivative: an ion mobility study

Journal Article


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Abstract


  • A cationic degradation product, formed in solution from retinal Schiff base (RSB), is examined in the gas phase using ion mobility spectrometry, photoisomerization action spectroscopy, and collision induced dissociation (CID). The degradation product is found to be N-n-butyl-2-(β-ionylidene)-4-methylpyridinium (BIP) produced through 6π electrocyclization of RSB followed by protonation and loss of dihydrogen. Ion mobility measurements show that BIP exists as trans and cis isomers that can be interconverted through buffer gas collisions and by exposure to light, with a maximum response at λ = 420 nm.

Authors


  •   Coughlan, Neville J. A. (external author)
  •   Scholz, Michael S. (external author)
  •   Hansen, Christopher (external author)
  •   Trevitt, Adam J.
  •   Adamson, Brian D. (external author)
  •   Bieske, Evan J. (external author)

Publication Date


  • 2016

Citation


  • Coughlan, N. J. A., Scholz, M. S., Hansen, C. S., Trevitt, A. J., Adamson, B. D. & Bieske, E. J. (2016). Photo and collision induced isomerization of a cyclic retinal derivative: an ion mobility study. Journal of the American Society for Mass Spectrometry, 27 (9), 1483-1490.

Scopus Eid


  • 2-s2.0-84982787117

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=4890&context=smhpapers

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3867

Has Global Citation Frequency


Number Of Pages


  • 7

Start Page


  • 1483

End Page


  • 1490

Volume


  • 27

Issue


  • 9

Place Of Publication


  • United States

Abstract


  • A cationic degradation product, formed in solution from retinal Schiff base (RSB), is examined in the gas phase using ion mobility spectrometry, photoisomerization action spectroscopy, and collision induced dissociation (CID). The degradation product is found to be N-n-butyl-2-(β-ionylidene)-4-methylpyridinium (BIP) produced through 6π electrocyclization of RSB followed by protonation and loss of dihydrogen. Ion mobility measurements show that BIP exists as trans and cis isomers that can be interconverted through buffer gas collisions and by exposure to light, with a maximum response at λ = 420 nm.

Authors


  •   Coughlan, Neville J. A. (external author)
  •   Scholz, Michael S. (external author)
  •   Hansen, Christopher (external author)
  •   Trevitt, Adam J.
  •   Adamson, Brian D. (external author)
  •   Bieske, Evan J. (external author)

Publication Date


  • 2016

Citation


  • Coughlan, N. J. A., Scholz, M. S., Hansen, C. S., Trevitt, A. J., Adamson, B. D. & Bieske, E. J. (2016). Photo and collision induced isomerization of a cyclic retinal derivative: an ion mobility study. Journal of the American Society for Mass Spectrometry, 27 (9), 1483-1490.

Scopus Eid


  • 2-s2.0-84982787117

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=4890&context=smhpapers

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3867

Has Global Citation Frequency


Number Of Pages


  • 7

Start Page


  • 1483

End Page


  • 1490

Volume


  • 27

Issue


  • 9

Place Of Publication


  • United States