NDLI: Photolysis of formylmethylflavin in aqueous and organic solvents

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Photochemical & Photobiological Sciences Vol - 5 Issue - 6

Photochemical & Photobiological Sciences Vol - 5 Issue - 5

Photochemical & Photobiological Sciences Vol - 5 Issue - 4

Photochemical & Photobiological Sciences Vol - 5 Issue - 3

Photochemical & Photobiological Sciences Vol - 5 Issue - 2

Photochemical & Photobiological Sciences Vol -4

Photochemical & Photobiological Sciences Vol -3

Photochemical & Photobiological Sciences Vol -2

Photolysis of formylmethylflavin in aqueous and organic solvents

Content Provider	Royal Society of Chemistry (RSC)
Author	Fasihullah, Q. Vaid, Faiyaz H. M. Ahmad, Iqbal
Copyright Year	2006
Abstract	The photolysis of formylmethylflavin (FMF), a major intermediate in the photodegradation sequence of riboflavin, has been carried out in water (pH 7.0) and in several organic solvents. FMF produces lumichrome (LC) in organic solvents and LC and lumiflavin (LF) in aqueous solution. FMF and its photoproducts have been analysed using a specific multicomponent spectrophotometric method. FMF undergoes a bimolecular redox reaction on photolysis. The second-order rate constants for the reaction range from 0.66 (chloroform) to 2.44 M−1 s−1 (water) and are a linear function of the solvent dielectric constant. A plot of ln k against 1/ε is linear for the reactions in 1-butanol, 1-propanol, ethanol, methanol, acetonitrile and water (ε ∼ 17–79) and non-linear in chloroform and dichloroethane (ε ∼ 5–10) suggesting a change in reaction mechanism in the two regions. This may be explained on the basis of the existence of a dipolar intermediate along the reaction pathway. The rate of photolysis is governed by the solvation of the intermediate and is thus influenced by the dielectric constant of the medium. The solvent effect on the rate of photolysis of FMF has been expressed in terms of the solvent acceptor number. A linear relationship has been found between ln k and the solvent acceptor number.
Starting Page	680
Ending Page	685
Page Count	6
File Format	HTM / HTML PDF
ISSN	1474905X
Volume Number	5
Issue Number	7
Journal	Photochemical & Photobiological Sciences
DOI	10.1039/b602917e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Photodegradation Chloroform Ethanol Relative permittivity Riboflavin Redox Photodissociation Pyrimidine dimer Solvation 1-Propanol Acetonitrile Reaction mechanism Butanol Spectrophotometry Solvent FMF Methanol
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry

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