5-Methyltetrahydrofolate is photosensitive in the presence of riboflavin

Photochemical and Photobiological Sciences

Volumn 7, Issue 7, 2008, Pages 814-818

  Steindal, Arnfinn Hykkerud ^a   Tam, Tran Thi Thu ^a   Lu, Xiao Yun ^a,b   Juzeniene, Asta ^a   Moan, Johan ^a,c  

^a OSLO UNIVERSITY HOSPITAL   (Norway)

^b ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

^c UNIVERSITY OF OSLO   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

5 METHYLTETRAHYDROFOLIC ACID; FOLIC ACID; RIBOFLAVIN;

ABSORPTION SPECTROSCOPY; ARTICLE; BLUE LIGHT; CONCENTRATION RESPONSE; LIGHT EXPOSURE; PHOTOCHEMISTRY; PHOTODEGRADATION; PHOTOSENSITIZATION; PRIORITY JOURNAL; RADIATION EXPOSURE; REACTION ANALYSIS; SKIN COLOR; ULTRAVIOLET A RADIATION; ULTRAVIOLET RADIATION;

EID: 46449085732     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b718907a     Document Type: Article

References (39)

1. M. Lucock Folic acid: nutritional biochemistry, molecular biology, and role in disease processes Mol. Genet. Metab. 2000 71 121 138
2. R. F. Branda J. W. Eaton Skin color and nutrient photolysis: an evolutionary hypothesis Science 1978 201 625 626
3. M. Der-Petrossian M. Fodinger R. Knobler H. Honigsmann F. Trautinger Photodegradation of folic acid during extracorporeal photopheresis Br. J. Dermatol. 2007 156 117 121
4. J. R. Suh A. K. Herbig P. J. Stover New perspectives on folate catabolism Annu. Rev. Nutr. 2001 21 255 282
5. MRC Vitamin Study Research Group Prevention of neural tube defects: results of the Medical Research Council Vitamin Study Lancet 1991 338 131 137
6. N. G. Jablonski A possible link between neural tube defects and ultraviolet light exposure Med. Hypotheses 1999 52 581 582
7. T. Offer B. N. Ames S. W. Bailey E. A. Sabens M. Nozawa J. E. Ayling 5-Methyltetrahydrofolate inhibits photosensitization reactions and strand breaks in DNA FASEB J. 2007 21 2101 2107
8. A. H. Steindal A. Juzeniene A. Johnsson J. Moan Photodegradation of 5-methyltetrahydrofolate: biophysical aspects Photochem. Photobiol. 2006 82 1651 1655
9. B. M. Rezk G. R. Haenen W. J. van der Vijgh A. Bast Tetrahydrofolate and 5-methyltetrahydrofolate are folates with high antioxidant activity. Identification of the antioxidant pharmacophore FEBS Lett. 2003 555 601 605
10. A. Gliszczynska-Swiglo Folates as antioxidants Food Chem. 2007 101 1497 1500
11. M. Eichler R. Lavi A. Shainberg R. Lubart Flavins are source of visible-light-induced free radical formation in cells Lasers Surg. Med. 2005 37 314 319
12. K. Endoh M. Murakami K. Umegaki Vulnerability of folate in plasma and bone marrow to total body irradiation in mice Int. J. Radiat. Biol. 2007 83 65 71
13. L. B. Bailey Folate and vitamin B12 recommended intakes and status in the United States Nutr. Rev. 2004 62 S14 S20
14. K. O. Donaldson J. C. Keresztesy Naturally occurring forms of folic acid. III. Characterization, and properties of 5-methyldihydrofolate, an oxidation product of 5-methyltetrahydrofolate J. Biol. Chem. 1962 237 3815 3819
15. E. D. Smith D. E. Metzler The photochemical degradation of riboflavin J. Am. Chem. Soc. 1963 85 3285 3288
16. S. Hustad M. C. McKinley H. McNulty J. Schneede J. J. Strain J. M. Scott P. M. Ueland Riboflavin, flavin mononucleotide, and flavin adenine dinucleotide in human plasma and erythrocytes at baseline and after low-dose riboflavin supplementation Clin. Chem. 2002 48 1571 1577
17. E. S. Ford B. A. Bowman Serum and red blood cell folate concentrations, race, and education: findings from the third National Health and Nutrition Examination Survey Am. J. Clin. Nutr. 1999 69 476 481
18. A. Besaratinia S. I. Kim S. E. Bates G. P. Pfeifer Riboflavin activated by ultraviolet A1 irradiation induces oxidative DNA damage-mediated mutations inhibited by vitamin C Proc. Natl. Acad. Sci. U. S. A. 2007 104 5953 5958
19. W. Lin C. Lu F. Du Z. Shao Z. Han T. Tu S. Yao N. Lin Reaction mechanisms of riboflavin triplet state with nucleic acid bases Photochem. Photobiol. Sci. 2006 5 422 425
20. R. Bonnett G. Martinez Photobleaching of sensitisers used in photodynamic therapy Tetrahedron 2001 57 9513 9547
21. P. Richard A. Blum L. I. Grossweiner Hematoporphyrin photosensitization of serum albumin and subtilisin BPN′ Photochem. Photobiol. 1983 37 287 291
22. C. Hadjur N. Lange J. Rebstein P. Monnier H. van den Bergh G. Wagnieres Spectroscopic studies of photobleaching and photoproduct formation of meta(tetrahydroxyphenyl)chlorin (m-THPC) used in photodynamic therapy. The production of singlet oxygen by m-THPC J. Photochem. Photobiol., B 1998 45 170 178
23. J. A. Bartlett G. L. Indig Effect of self-association and protein binding on the photochemical reactivity of triarylmethanes. Implications of noncovalent interactions on the competition between photosensitization mechanisms type I and type II Photochem. Photobiol. 1999 70 490 498
24. K. Das A. Dube P. K. Gupta A spectroscopic study of photobleaching of Chlorin p6 in different environments Dyes and Pigments 2005 64 201 205
25. A. de La Rochette E. Silva I. Birlouez-Aragon M. Mancini A. M. Edwards P. Morliere Riboflavin photodegradation and photosensitizing effects are highly dependent on oxygen and ascorbate concentrations Photochem. Photobiol. 2000 72 815 820
26. J. Baier T. Maisch M. Maier E. Engel M. Landthaler W. Baumler Singlet oxygen generation by UVA light exposure of endogenous photosensitizers Biophys. J. 2006 91 1452 1459
27. W. Holzer J. Shirdel P. Zirak A. Penzkofer P. Hegemann R. Deutzmann E. Hochmuth Photo-induced degradation of some flavins in aqueous solution Chem. Phys. 2005 308 69 78
28. K. Ratanasthien J. A. Blair R. J. Leeming W. T. Cooke V. Melikian Serum folates in man J. Clin. Pathol. 1977 30 438 448
29. H. L. Norton R. A. Kittles E. Parra P. McKeigue X. Mao K. Cheng V. A. Canfield D. G. Bradley B. McEvoy M. D. Shriver Genetic Evidence for the Convergent Evolution of Light Skin in Europeans and East Asians Mol. Biol. Evol. 2007 24 710 722
30. N. G. Jablonski The evolution of human skin and skin color Annu. Rev. Anthropol. 2004 33 585 623
31. O. Lao J. M. de Gruijter K. van Duijn A. Navarro M. Kayser Signatures of Positive Selection in Genes Associated with Human Skin Pigmentation as Revealed from Analyses of Single Nucleotide Polymorphisms Ann. Hum. Genet. 2007 71 354 369
32. W. F. Loomis Skin-Pigment Regulation of Vitamin-D Biosynthesis in Man: Variation in solar ultraviolet at different latitudes may have caused racial differentiation in man Science 1967 157 501 506
33. K. Aoki Sexual selection as a cause of human skin colour variation: Darwin's hypothesis revisited Ann. Hum. Biol. 2002 29 589 608
34. F. Jr, Daniels, P. W. Post and B. E. Johnson, Theories of the role of pigment in the evolution of human races, in Pigmentation: Its genesis and biologic control, ed., V. Riley,, Appleton-Century-Crofts, New York, 1964, pp. 13-22
35. K. B. Pandolf R. W. Gange W. A. Latzka I. H. Blank K. K. Kraning R. R. Gonzalez Human Thermoregulatory Responses During Heat Exposure After Artificially Induced Sunburn Am. J. Physiol. 1992 262 R610 R616
36. N. G. Jablonski G. Chaplin The evolution of human skin coloration J. Hum. Evol. 2000 39 57 106
37. K. Hirakawa H. Suzuki S. Oikawa S. Kawanishi Sequence-specific DNA damage induced by ultraviolet A-irradiated folic acid via its photolysis product Arch. Biochem. Biophys 2003 410 261 268
38. G. Marzullo F. C. Fraser Similar rhythms of seasonal conceptions in neural tube defects and schizophrenia: a hypothesis of oxidant stress and the photoperiod Birth Defects Res. A Clin. Mol. Teratol. 2005 73 1 5
39. P. Lapunzina Ultraviolet light-related neural tube defects? Am. J. Med. Genet. 1996 67 106