Tautomerism of uracil probed via infrared spectroscopy of singly hydrated protonated uracil

Joost M. Bakker, Rajeev K. Sinha, Thierry Besson, Maurizio Brugnara, Paolo Tosi, Jean Yves Salpin, Philippe Maître

Research output: Contribution to journalArticle

77 Citations (Scopus)

Abstract

Tautomerism of the nucleobase uracil is characterized in the gas phase through IR photodissociation spectroscopy of singly hydrated protonated uracil created with tandem mass spectrometric methods in a commercially available Fourier transform ion cyclotron resonance mass spectrometer. Protonated uracil ions generated by electrospray ionization are re-solvated in a low-pressure collision cell filled with a mixture of water vapor seeded in argon. Their structure is investigated by IR photodissociation spectroscopy in the NH and OH stretching region (2500-3800 cm-1) with a tabletop IR laser source and in the 1000-2000 cm-1 range with a free-electron laser. In both regions the IR photodissociation spectrum exhibits well-resolved spectral signatures that point to the presence of two different types of structure for monohydrated protonated uracil, which result from the two lowest-energy tautomers of uracil. Ab initio calculations confirm that no water-catalyzed tautomerization occurs during the re-solvation process, indicating that the two protonated forms of uracil directly originate from the electrospray process.

Original languageEnglish
Pages (from-to)12393-12400
Number of pages8
JournalJournal of Physical Chemistry A
Volume112
Issue number48
DOIs
Publication statusPublished - 04-12-2008

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uracil
Uracil
Infrared spectroscopy
infrared spectroscopy
Photodissociation
photodissociation
Spectroscopy
Ions
Cyclotron resonance
Electrospray ionization
spectral signatures
Argon
Free electron lasers
tautomers
Solvation
Steam
Mass spectrometers
cyclotron resonance
free electron lasers
infrared lasers

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry

Cite this

Bakker, J. M., Sinha, R. K., Besson, T., Brugnara, M., Tosi, P., Salpin, J. Y., & Maître, P. (2008). Tautomerism of uracil probed via infrared spectroscopy of singly hydrated protonated uracil. Journal of Physical Chemistry A, 112(48), 12393-12400. https://doi.org/10.1021/jp806396t
Bakker, Joost M. ; Sinha, Rajeev K. ; Besson, Thierry ; Brugnara, Maurizio ; Tosi, Paolo ; Salpin, Jean Yves ; Maître, Philippe. / Tautomerism of uracil probed via infrared spectroscopy of singly hydrated protonated uracil. In: Journal of Physical Chemistry A. 2008 ; Vol. 112, No. 48. pp. 12393-12400.
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Bakker, JM, Sinha, RK, Besson, T, Brugnara, M, Tosi, P, Salpin, JY & Maître, P 2008, 'Tautomerism of uracil probed via infrared spectroscopy of singly hydrated protonated uracil', Journal of Physical Chemistry A, vol. 112, no. 48, pp. 12393-12400. https://doi.org/10.1021/jp806396t

Tautomerism of uracil probed via infrared spectroscopy of singly hydrated protonated uracil. / Bakker, Joost M.; Sinha, Rajeev K.; Besson, Thierry; Brugnara, Maurizio; Tosi, Paolo; Salpin, Jean Yves; Maître, Philippe.

In: Journal of Physical Chemistry A, Vol. 112, No. 48, 04.12.2008, p. 12393-12400.

Research output: Contribution to journalArticle

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