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New photochemically stable riboflavin analogue—3-Methyl-riboflavin tetraacetate

Paper ID Volume ID Publish Year Pages File Format Full-Text
28511 44079 2007 10 PDF Available
Title
New photochemically stable riboflavin analogue—3-Methyl-riboflavin tetraacetate
Abstract

Spectroscopic and photophysical properties of a flavin analogue – 3-methyl-riboflavin tetraacetate – were studied in methanol, ethanol, water and acetonitrile. We compared experimental spectroscopic data with the results of theoretical predictions, obtained using the TD-DFT method. Based on these calculations, we assigned (π,π*) symmetry to both the lowest excited singlet and triplet states. We found the title compound to be a very efficient photosensitizer of singlet oxygen production (ϕΔ = 0.61). The triplet state quantum yield of 3-methyl-riboflavin tetraacetate was determined as 0.54 in methanolic solutions. Photodegradation quantum yield measurements demonstrate that the title compound may be used as a much more stable substitute of riboflavin, being two orders of magnitude more photostable (φR = 2 × 10−5). We also present exhaustive crystallographic characteristics of 3-methyl-riboflavin tetraacetate, along with time-resolved fluorescence spectra of its polycrystals.

Keywords
Flavin analogue; 3-Methyl-riboflavin tetraacetate; Riboflavin; TD-DFT method; Triplet states; Photosensitizer; Singlet oxygen; Photodegradation; Crystallographic characteristics; Time-resolved fluorescence spectra
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New photochemically stable riboflavin analogue—3-Methyl-riboflavin tetraacetate
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 186, Issue 1, 5 February 2007, Pages 14–23
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us