The Photochemistry of Riboflavin Tetraacetate and Nucleosides. A Study Using Density Functional Theory, Laser Flash Photolysis, Fluorescence, UV−Vis, and Time Resolved Infrared Spectroscopy

Autor:	James A. Brooke, Christopher B. Martin, Meng-Lin Tsao, Matthew S. Platz, Xiaofeng Shi, Dale H. Karweik, Christopher M. Hadad
Rok vydání:	2002
Předmět:	Absorption spectroscopy Infrared spectroscopy Flavin group Photochemistry Surfaces Coatings and Films chemistry.chemical_compound Ultraviolet visible spectroscopy chemistry Materials Chemistry Flash photolysis Hydroxymethyl Density functional theory Lumiflavin Physical and Theoretical Chemistry
Zdroj:	The Journal of Physical Chemistry B. 106:10263-10271
ISSN:	1520-5207 1520-6106
DOI:	10.1021/jp026051v
Popis:	The photoreaction between riboflavin tetraacetate and nucleosides was investigated using time-resolved infrared spectroscopy (TRIR), laser flash photolysis with UV−vis detection, fluorescence quenching, absorption spectroscopy, and density functional theory calculations. Riboflavin tetraacetate (RBTA) was studied experimentally with indole and with Sheu and Foote's organic soluble silylated guanosine (G‘). Lumiflavin and (R)-2-amino-(S)-4-hydroxy-(R)-5-(hydroxymethyl)-tetrahydrofuran were used as computational models for RBTA and for the sugar moiety of the nucleoside, respectively, using density functional theory calculations (B3LYP/6-31G* and B3LYP/6-31+G**). Vibrational spectra were also calculated for the transient species. Time-resolved infrared spectroscopic data obtained using RBTA are in excellent agreement with the calculated spectra for the triplet flavin, and in the presence of silylated guanosine, with the formation of the most stable hydroflavin radical, RBTH, by an electron transfer−proton t...
Databáze:	OpenAIRE
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