Electron transfer initiated reactions photoinduced by pterins

Interest in the photochemistry and photophysics of pterins has increased since the participation of this family of compounds in different photobiological processes has been suggested or demonstrated in recent decades. Pterins participate in relevant biological processes, such as metabolic redox reac...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autor principal: Lorente, C.
Otros Autores: Petroselli, G., Laura Dántola, M., Oliveros, E., Thomas, A.H
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2011
Acceso en línea:Registro en Scopus
Handle
Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
LEADER 14780caa a22012137a 4500
001 PAPER-10059
003 AR-BaUEN
005 20230518204003.0
008 190411s2011 xx ||||fo|||| 00| 0 eng|d
024 7 |2 scopus  |a 2-s2.0-84856593467 
024 7 |2 cas  |a folic acid, 59-30-3, 6484-89-5; hydrogen peroxide, 7722-84-1; pterin derivative, 948-60-7; superoxide, 11062-77-4 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a PTRDE 
100 1 |a Lorente, C. 
245 1 0 |a Electron transfer initiated reactions photoinduced by pterins 
260 |c 2011 
270 1 0 |m Thomas, A. H.; Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas (INIFTA), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, CCT La Plata-CONICET, Casilla de Correo 16, Sucursal 4, 1900 La Plata, Argentina; email: athomas@inifta.unlp.edu.ar 
506 |2 openaire  |e Política editorial 
504 |a Pfleiderer, W., (1993) Chemistry and Biology of Pteridines and Folates, pp. 1-16. , In, Ayling JE, Nair MG, Baugh CM, eds, New York Plenum Press 
504 |a Kappock, T.J., Caradonna, J.P., Pterin-dependent amino acid hydroxylases (1996) Chem Rev, 96, pp. 2659-2756 
504 |a Lorente, C., Thomas, A.H., Photophysics and photochemistry of pterins in aqueous solution (2006) Acc Chem Res, 39, pp. 395-402 
504 |a Oliveros, E., Dántola, M.L., Vignoni, M., Thomas, A.H., Lorente, C., Production and quenching of reactive oxygen species by pterin derivatives, an intriguing class of biomolecules (2011) Pure Appl Chem, 83, pp. 801-811 
504 |a Hohl, N., Galland, P., Senger, H., Altered pterin patterns in photobehavioral mutants of Phycomyses blakesleeanus (1992) Photochem Photobiol, 55, pp. 239-245 
504 |a Siefermann-Harms, D., Fritz, B., Ninnemann, H., Evidence for a pterin-derivative associated with the molybdenum cofactor of Neurospora crassa nitrate reductase (1985) Photochem Photobiol, 42, pp. 771-778 
504 |a Häder, D.P., Brodhun, B., Effects of ultraviolet radiation on the photoreceptor proteins and pigments in the paraflagellar body of the flagellate Euglena gracilis (1991) J Plant Physiol, 137, pp. 641-646 
504 |a Galland, P., Senger, H., The role of pterins in the photoreception and metabolism of plants (1988) Photochem Photobiol, 48, pp. 811-820 
504 |a Hearst, J.E., The structure of photolyase:Using photon energy for DNA repair (1995) Science, 268, pp. 1858-1859 
504 |a Schallreuter, K.U., Moore, J., Wood, J.M., Beazley, W.D., Peters, E.M., Marles, L.K., Behrens-Williams, S.C., Thöny, B., Epidermal H 2O 2 accumulation alters tetrahydrobiopterin (6BH 4) recycling in vitiligo: Identification of a general mechanism in regulation of all 6BH 4-dependent processes? (2001) J Invest Dermatol, 116, pp. 167-174 
504 |a Schallreuter, K.U., Wood, J.M., Pittelkow, M.R., Gütlich, M., Lemke, K.R., Rödl, W., Swanson, N.N., Ziegler, I., Regulation of melanin biosynthesis in the human epidermis by tetrahydrobiopterin (1994) Science, 263, pp. 1444-1446 
504 |a Thomas, A.H., Lorente, C., Capparelli, A.L., Pokhrel, M.R., Braun, A.M., Oliveros, E., Fluorescence of pterin, 6-formylpterin, 6-carboxypterin and folic acid in aqueous solution:PH effects (2002) Photochem Photobiol Sci, 1, pp. 421-426 
504 |a Rokos, H., Beazley, W.D., Schallreuter, K.U., Oxidative stress in vitiligo:Photooxidation of pterins produces H 2O 2 and pterin-6-carboxylic acid (2002) Biochem Biophys Res Commun, 292, pp. 805-811 
504 |a Neverov, K.V., Mironov, E.A., Lyudnikova, T.A., Krasnovsky, A.A., Kritsky, M.S., Phosphorescence analysis of the triplet state of pterins in connection with their photoreceptor function in biochemical systems (1996) Biokhimiya (Moscow), 61, pp. 1627-1636 
504 |a Thomas, A.H., Lorente, C., Capparelli, A.L., Martínez, C.G., Braun, A.M., Oliveros, E., Singlet oxygen (1Cg) production by pterin derivatives in aqueous solutions (2003) Photochem Photobiol Sci, 2, pp. 245-250 
504 |a Cabrerizo, F.M., Lorente, C., Vignoni, M., Cabrerizo, R., Thomas, A.H., Capparelli, A.L., Photochemical behavior of 6-methylpterin in aqueous solutions:Generation of reactive oxygen species (2005) Photochem Photobiol, 81, pp. 793-801 
504 |a Dántola, M.L., Thomas, A.H., Braun, A.M., Oliveros, E., Lorente, C., Singlet Oxygen (O 2(1(g) Quenching by Dihydropterins (2007) J Phys Chem A, 111, pp. 4280-4288 
504 |a Cabrerizo, F.M., Petroselli, G., Lorente, C., Capparelli, A.L., Thomas, A.H., Braun, A.M., Oliveros, E., Substituent effects on the photophysical properties of pterin derivatives in acidic and alkaline aqueous solutions (2005) Photochem Photobiol, 81, pp. 1234-1240 
504 |a Valko, M., Leibfritz, D., Moncol, J., Cronin, M.T.D., Mazur, M., Telser, J., Free radicals and antioxidants in normal physiological functions and human disease (2007) Int J Biochem Cell Biol, 39, pp. 44-84 
504 |a Dántola, M.L., Vignoni, M., González, C., Lorente, C., Vicendo, P., Oliveros, E., Thomas, A.H., Electron transfer processes induced by the triplet state of pterins in aqueous solutions (2010) Free Radic. Biol. Med., 49, pp. 1014-1022 
504 |a Mengel, R., Pfleiderer, W., Knappe, W.R., Norrish type II analogous photodegradation of neopterin and biopterin to 5,8-dihydropterin-6-aldehyde (1977) Tetrahedron Lett, 18, pp. 2817-2820 
504 |a Vignoni, M., Cabrerizo, F.M., Lorente, C., Thomas, A.H., New results on the photochemistry of biopterin and neopterin in aqueous solution (2009) Photochem Photobiol, 85, pp. 365-373 
504 |a Vignoni, M., Salum, M.L., Erra-Balsells, R., Thomas, A.H., Cabrerizo, F.M., 1H NMR characterization of the intermediate formed upon UV-A excitation of biopterin, neopterin and 6-hydroxymethylpterin in O 2-free aqueous solutions (2010) Chem Phys Lett, 484, pp. 330-332 
504 |a van der Leun, J.C., de Gruijl, F.R., Climate change and skin cancer (2002) Photochem Photobiol Sci, 1, pp. 324-326 
504 |a Matsumura, Y., Ananthaswamy, H.N., Toxic effects of ultraviolet radiation on the skin (2004) Toxicol Appl Pharmacol, 195, pp. 298-308 
504 |a Ravanat, J.-L., Douki, T., Cadet, J., Direct and indirect effects of UV radiation on DNA and its components (2001) J Photochem Photobiol B, 63, pp. 88-102 
504 |a Cadet, J., Sage, E., Douki, T., Ultraviolet radiationmediated damage to cellular DNA (2005) Mutat Res, 571, pp. 3-17 
504 |a Charlier, M., Heléne, C., Photochemical reactions of aromatic ketones with nucleic acids and their components. I. Purine and pyrimidine bases and nucleosides (1972) Photochem Photobiol, 15, pp. 71-87 
504 |a Delatour, T., Douki, T., D'Ham, C., Cadet, J., Photosensitization of thymine nucleobase by benzophenone through energy transfer, hydrogen abstraction and one-electron oxidation (1998) J Photochem Photobiol B: Biol, 44, pp. 191-198 
504 |a Foote, C.S., Definition of type I and type II photosensitized oxidation (1991) Photochem Photobiol, 54, p. 659 
504 |a Ito, K., Kawanishi, S., Photoinduced hydroxylation of deoxyguanosine in DNA by pterins:Sequence specificity and mechanism (1997) Biochemistry, 36, pp. 1774-1781 
504 |a Lorente, C., Thomas, A.H., Villata, L.S., Hozbor, D., Lagares, A., Capparelli, A.L., Photoinduced Cleavage of plasmid DNA in Presence of Pterin (2000) Pteridines, 11, pp. 100-105 
504 |a Hirakawa, K., Suzuki, H., Oikawa, S., Kawanishi, S., Sequence-specific DNA damage induced by ultraviolet A-irradiated folic acid via its photolysis product (2003) Arch Biochem Biophys, 410, pp. 261-268 
504 |a Ravanat, J.-L., Martinez, G.R., Medeiros, M.H.G., di Mascio, P., Cadet, J., Mechanistic aspects of the oxidation of DNA constituents mediated by singlet molecular oxygen (2004) Arch Biochem Biophys, 423, pp. 23-30 
504 |a Petroselli, G., Erra-Balsells, R., Cabrerizo, F.M., Lorente, C., Capparelli, A.L., Braun, A.M., Oliveros, E., Thomas, A.H., Photosensitization of 2'-deoxyadenosine-5'-monophosphate by pterin (2007) Org Biomol Chem, 5, pp. 2792-2799 
504 |a Douki, T., Cadet, J., Modification of DNA bases by photosensitized one-electron oxidation (1999) Int J Radiat Biol, 75, pp. 571-581 
504 |a Angelov, D., Spassky, A., Berger, M., Cadet, J., Highintensity UV laser photolysis of DNA and purine 2́-deoxyribonucleosides: Formation of 8-oxopurine damage and oligonucleotide strand cleavage as revealed by HPLC and gel electrophoresis studies (1997) J Am Chem Soc, 119, pp. 11373-11380 
504 |a Petroselli, G., Dántola, M.L., Cabrerizo, F.M., Capparelli, A.L., Lorente, C., Oliveros, E., Thomas, A.H., Oxidation of 2'-deoxyguanosine 5'-monophosphate photoinduced by pterin:Type I versus type II mechanism (2008) J Am Chem Soc, 130, pp. 3001-3011 
504 |a Cadet, J., Berger, M., Douki, T., Morin, B., Raoul, S., Ravanat, J.L., Spinelli, S., Effects of UV and visible radiation on DNA-Final base damage (1997) Biol Chem, 378, pp. 1275-1286 
504 |a Lucock, M., Folic acid:Nutritional biochemistry, molecular biology, and role in disease processes (2000) Mol Genet Metab, 71, pp. 121-138 
504 |a Lowry, O.H., Bessey, O.A., Crawford, E.J., Photolytic and enzymatic transformations of pteroylglutamic acid (1949) J Biol Chem, 180, pp. 389-398 
504 |a Branda, R.F., Eaton, J., W. Skin color and nutrient photolysis: An evolutionary hypothesis (1978) Science, 201, pp. 625-626 
504 |a Der-Petrossian, M., Födinger, M., Knobler, R., Hönigsmann, H., Trautinger, F., Photodegradation of folic acid during extracorporeal photopheresis (2007) Br J Dermatol, 156, pp. 117-121 
504 |a Fukuwatari, T., Fujita, M., Shibata, K., Effects of UVA irradiation on the concentration of folate in human blood (2009) Biosci Biotechnol Biochem, 73, pp. 322-327 
504 |a Dántola, M.L., Denofrio, M.P., Zurbano, B., Gimenez, C.S., Ogilby, P.R., Lorente, C., Thomas, A.H., Mechanism of photooxidation of folic acid sensitized by unconjugated pterins (2010) Photochem Photobiol Sci, 9, pp. 1604-1612 
504 |a Vignoni, M., Cabrerizo, F.M., Lorente, C., Claparols, C., Oliveros, E., Thomas, A.H., Photochemistry of dihydrobiopterin in aqueous solution (2010) Org Biomol Chem, 8, pp. 800-810 
504 |a Denofrio, M.P., Hatz, S., Lorente, C., Cabrerizo, F.M., Ogilby, P.R., Thomas, A.H., The photosensitizing activity of lumazine using 2'-deoxyguanosine 5'-monophosphate and HeLa cells as targets (2009) Photochem Photobiol Sci, 8, pp. 1539-1549 
504 |a Denofrio, M.P., Thomas, A.H., Lorente, C., Oxidation of 2'-deoxyadenosine 5'-monophosphate photoinduced by lumazine (2010) J Phys Chem A, 114, pp. 10944-10950 
504 |a Kritsky, M.S., Lyudnikova, T.A., Mironov, E.A., Moskaleva, I.V.J., The UV radiation-driven reduction of pterins in aqueous solution (1997) Photochem Photobiol B: Biol, 39, pp. 43-48 
504 |a Kritsky, M.S., Telegina, T.A., Lyudnikova, T.A., Umrikhina, A.V., Zemskova, Y.L., Participation of free radicals in photoreduction of pterins and folic Acid (2001) Dokl Biochem Biophys, 380, pp. 336-338 
504 |a Harriman, A., Mills, A., Optimisation of the rate of hydrogen-production from the tris(2,2'-bipyridyl) ruthenium (II) photosensitised reduction of methyl viologen (1981) J Chem Soc Faraday Trans II, 77, pp. 2111-2124 
504 |a Fukuzumi, S., Miyao, H., Ohkubo, K., Suenobu, T., Electron-transfer oxidation properties of DNA bases and DNA oligomers (2005) J Phys Chem A, 109, pp. 3285-3294 
504 |a Görner, H., Oxygen uptake upon photolysis of 1,4-benzoquinones and 1,4-naphthoquinones in air-saturated aqueous solution in the presence of formate, amines, ascorbic acid, and alcohols (2007) J Phys Chem A, 111, pp. 2814-2819 
504 |a Görner, H., Oxygen uptake after electron transfer from amines, amino acids and ascorbic acid to triplet flavins in air-saturated aqueous solution (2007) J Photochem Photobiol B Biol, 87, pp. 73-80 
520 3 |a Interest in the photochemistry and photophysics of pterins has increased since the participation of this family of compounds in different photobiological processes has been suggested or demonstrated in recent decades. Pterins participate in relevant biological processes, such as metabolic redox reactions, and can photoinduce the oxidation of biomolecules through both electron transfer mechanisms (Type I) and singlet oxygen production (Type II). This article describes recent findings on electron transfer-initiated reactions photoinduced by the triplet excited state of pterins and connects them in the context of photosensitized processes of biological relevance.  |l eng 
593 |a Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas (INIFTA), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, CCT La Plata-CONICET, Casilla de Correo 16, Sucursal 4, 1900 La Plata, Argentina 
593 |a CIHIDECAR - CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, 3p, Ciudad Universitaria, 1428 Buenos Aires, Argentina 
593 |a Laboratoire des Interactions Moleculaires Reactivite Chimique et Photochimique (IMRCP), UMR 5623-CNRS/UPS, Université Paul Sabatier (Toulouse III), 118, route de Narbonne, F-31062 Toulouse cédex 9, France 
690 1 0 |a ELECTRON TRANSFER 
690 1 0 |a PHOTOSENSITIZATION 
690 1 0 |a PTERINS 
690 1 0 |a SUPEROXIDE ANION 
690 1 0 |a FOLIC ACID 
690 1 0 |a HYDROGEN PEROXIDE 
690 1 0 |a PTERIN DERIVATIVE 
690 1 0 |a SUPEROXIDE 
690 1 0 |a ACID BASE BALANCE 
690 1 0 |a ARTICLE 
690 1 0 |a DNA MODIFICATION 
690 1 0 |a ELECTRON TRANSPORT 
690 1 0 |a PHOTOCHEMISTRY 
690 1 0 |a PHOTOOXIDATION 
690 1 0 |a PHOTOSENSITIZATION 
690 1 0 |a PRIORITY JOURNAL 
690 1 0 |a STRUCTURE ANALYSIS 
700 1 |a Petroselli, G. 
700 1 |a Laura Dántola, M. 
700 1 |a Oliveros, E. 
700 1 |a Thomas, A.H. 
773 0 |d 2011  |g v. 22  |h pp. 111-119  |k n. 4  |p Pteridines  |x 09334807  |t Pteridines 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-84856593467&partnerID=40&md5=f3a08b0fe91137d23a203bb22d89c705  |y Registro en Scopus 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_09334807_v22_n4_p111_Lorente  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09334807_v22_n4_p111_Lorente  |y Registro en la Biblioteca Digital 
961 |a paper_09334807_v22_n4_p111_Lorente  |b paper  |c PE 
962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
999 |c 71012