Abstract
1. Retinol and stilbene are both isomerized when they are illuminated anaerobically in the presence of flavins. 2. Triplet quenchers (e.g. oxygen, potassium iodide and paramagnetic ions) inhibit the reaction more efficiently than they quench flavin fluorescence. At 77°C in a diethyl ether–isopentane–ethanol (5:5:2) glass retinol quenches flavin phosphorescence, but not its fluorescence. 3. For the stilbene reaction cis/trans photostationary-state mixtures are obtained with different flavins and these are linearly related to the phosphorescence transition energies of the flavins used. 4. The reaction involves the triplet state of flavin and a scheme for the reaction is suggested. 5. The dependence of the rate of reaction on substrate concentration is explicable in terms of this scheme. 6. The photobleaching of rhodopsin sensitized by flavin is also demonstrated.
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Selected References
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- COLLINS F. D., LOVE R. M., MORTON R. A. Studies in rhodopsin. 4. Preparation of rhodopsin. Biochem J. 1952 Jun;51(3):292–298. doi: 10.1042/bj0510292. [DOI] [PMC free article] [PubMed] [Google Scholar]
- COLLINS F. D., MORTON R. A. Studies on rhodopsin. I. Methods of extraction and the absorption spectrum. Biochem J. 1950 Jun-Jul;47(1):3–10. doi: 10.1042/bj0470003. [DOI] [PMC free article] [PubMed] [Google Scholar]
- ELLIOTT J. H., FUTTERMAN S. FLUORESCENCE IN THE TAPETUM OF THE CAT'S EYE. IDENTIFICATION, ASSAY AND LOCALIZATION OF RIBOFLAVIN IN THE TAPETUM AND A PROPOSED MECHANISM BY WHICH IT MAY FACILITATE VISION. Arch Ophthalmol. 1963 Oct;70:531–534. doi: 10.1001/archopht.1963.00960050533017. [DOI] [PubMed] [Google Scholar]
- FRISELL W. R., CHUNG C. W., MACKENZIE C. G. Catalysis of oxidation of nitrogen compounds by flavin coenzymes in the presence of light. J Biol Chem. 1959 May;234(5):1297–1302. [PubMed] [Google Scholar]
- Gordon-Walker A., Penzer G. R., Radda G. K. Excited states of flavins characterised by absorption, prompt and delayed emission spectra. Eur J Biochem. 1970 Apr;13(2):313–321. doi: 10.1111/j.1432-1033.1970.tb00933.x. [DOI] [PubMed] [Google Scholar]
- HUBBARD R., GREGERMAN R. I., WALD G. Geometrical isomers of retinene. J Gen Physiol. 1953 Jan;36(3):415–429. doi: 10.1085/jgp.36.3.415. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Hemmerich P., Massey V., Weber G. Photo-induced benzyl substitution of flavins by phenylacetate: a possible model for flavoprotein catalysis. Nature. 1967 Feb 18;213(5077):728–730. doi: 10.1038/213728a0. [DOI] [PubMed] [Google Scholar]
- Hubbard R., Kropf A. THE ACTION OF LIGHT ON RHODOPSIN. Proc Natl Acad Sci U S A. 1958 Feb;44(2):130–139. doi: 10.1073/pnas.44.2.130. [DOI] [PMC free article] [PubMed] [Google Scholar]
- MATSUI K. NEKOFLAVIN, A NEW FLAVIN COMPOUND, IN THE CHOROID OF CAT'S EYE. J Biochem. 1965 Feb;57:201–206. doi: 10.1093/oxfordjournals.jbchem.a128077. [DOI] [PubMed] [Google Scholar]
- PIRIE A. Crystals of riboflavin making up the tapetum lucidum in the eye of a lemur. Nature. 1959 Apr 4;183(4666):985–986. doi: 10.1038/183985a0. [DOI] [PubMed] [Google Scholar]
- Penzer G. R., Radda G. K. The chemistry of flavines and flavorproteins. Photoreduction of flavines by amino acids. Biochem J. 1968 Sep;109(2):259–268. doi: 10.1042/bj1090259. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Posthuma J., Berends W. Energy transfer in aqueous solution. Bibl Laeger. 1966 Mar 14;112(3):422–435. doi: 10.1016/0926-6585(66)90245-7. [DOI] [PubMed] [Google Scholar]
- RADDA G. K., CALVIN M. CHEMICAL AND PHOTOCHEMICAL REDUCTIONS OF FLAVIN NUCLEOTIDES AND ANALOGS. Biochemistry. 1964 Mar;3:384–393. doi: 10.1021/bi00891a014. [DOI] [PubMed] [Google Scholar]
- Radda G. K. The chemistry of flavins and flavoproteins. II. Inhibition of the photoreduction of flavin nucleotides and analogues. Bibl Laeger. 1966 Mar 14;112(3):448–458. doi: 10.1016/0926-6585(66)90247-0. [DOI] [PubMed] [Google Scholar]
- WEBER G. Fluorescence of riboflavin and flavin-adenine dinucleotide. Biochem J. 1950 Jun-Jul;47(1):114–121. doi: 10.1042/bj0470114. [DOI] [PMC free article] [PubMed] [Google Scholar]
- WHATLEY F. R., ALLEN M. B., ARNON D. I. Photosynthesis by isolated chloroplasts. VII. Vitamin K and riboflavin phosphate as cofactors of cyclic photophosphorylation. Biochim Biophys Acta. 1959 Mar;32(1):32–46. doi: 10.1016/0006-3002(59)90550-5. [DOI] [PubMed] [Google Scholar]
- Walker A. G., Radda G. K. Photoreactions of retinol and derivatives sensitized by flavins. Nature. 1967 Sep 30;215(5109):1483–1483. doi: 10.1038/2151483a0. [DOI] [PubMed] [Google Scholar]
