Excited state processes in 1-deazariboflavin studied by ultrafast fluorescence kinetics

Photochemistry and Photobiology
Chavdar SlavovWolfgang Gärtner

Abstract

The photochemical reactions of the 1-deaza derivative of riboflavin (RF) have been studied by sub-ps time-resolved fluorescence spectroscopy. A potential effect of the solvent polarity and hydrogen bonding capability on the excited state (ES) dynamics was tested by measuring 1-deaza RF in water and, after acetylation of the sugar moiety, also in acetonitrile. Opposite to former reports, which indicated no fluorescence after laser excitation (Spencer et al. [1977] Biochemistry 16: 3586-3594), we find a significant fluorescence in either solvent. For both compounds, the fluorescence decays are biexponential with lifetimes in the ps time domain (1.8 and 12.5 ps for 1-deaza RF, and 3 and 87 ps for Ac(4)-1-deaza RF). In addition, a third, independent fluorescence decay was observed for both compounds. The remarkably slower second decay process for the measurements of the tetra-acetyl derivative in acetonitrile points to the involvement of hydrogen bonding or changes in the protonation/tautomerization state in the ES. In contrast to the parent compound (RF), no triplet state formation can be detected for 1-deaza RF, making the internal conversion and the fluorescence the only decay processes of the ES.

References

Jul 10, 2001·The Journal of Biological Chemistry·T E SwartzR A Bogomolni
Mar 26, 2003·Biochemistry·John T M KennisRienk van Grondelle
Jul 9, 2004·Biochimica Et Biophysica Acta·Ivo H M van StokkumRienk van Grondelle
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Dec 17, 2008·The Journal of Physical Chemistry. a·Mohsen SajadiNikolaus P Ernsting

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Citations

Nov 8, 2018·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Yulia I MeteleshkoMaria G Khrenova
Nov 28, 2018·Photosynthesis Research·Volha U ChukhutsinaRoberta Croce

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