Generation of Reactive Oxygen Species during the Photolysis of 6-(Hydroxymethyl)pterin in Alkaline Aqueous Solutions

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Photochemical studies of the reactivity of 6-(hydroxymethyl)pterin (=2-amino-6-(hydroxymethyl)pteridin-4(1H)-one; HPT) in alkaline aqueous solutions (pH 10.2-10.8) at 350 nm and room temperature were performed. The photochemical reactions were followed by UV/VIS spectrophotometry, thin-layer chromat...

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Detalles Bibliográficos
Autor principal: Cabrerizo, F.M
Otros Autores: Thomas, A.H, Lorente, C., Dántola, M.L, Petroselli, G., Erra-Balsells, R., Capparelli, A.L
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2004
Acceso en línea:Registro en Scopus
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Aporte de:Registro referencial: Solicitar el recurso aquí
Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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024 7 |2 scopus  |a 2-s2.0-1842662409 
024 7 |2 cas  |a 6 hydroxymethylpterin, 712-29-8; hydrogen peroxide, 7722-84-1; oxygen, 7782-44-7; pterin 6 aldehyde, 712-30-1; pterin derivative, 948-60-7 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a HCACA 
100 1 |a Cabrerizo, F.M. 
245 1 0 |a Generation of Reactive Oxygen Species during the Photolysis of 6-(Hydroxymethyl)pterin in Alkaline Aqueous Solutions 
260 |c 2004 
270 1 0 |m Thomas, A.H.; INIFTA, Departamento de Química, Universidad Nacional de La Plata, Casilla de Correo 16, (1900) La Plata, Argentina; email: athomas@inifta.unlp.edu.ar 
506 |2 openaire  |e Política editorial 
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504 |a (2002) HyperChem TM 7.01 for Windows, , Hypercube Inc., Ontario 
504 |a Schallreuter, K.U., Moore, J., Wood, J.M., Beazley, W.D., Peters, E.M.J., Marles, L.K., Behrens-Williams, S.C., Thöny, B., (2001) J. Invest. Dermatol., 116, p. 167 
504 |a Schallreuter, K.U., Wood, J.M., Pittelkow, M.R., Gütlich, M., Lemke, K.R., Rödl, W., Swanson, N.N., Ziegler, I., (1994) Science (Washington, D.C.), 263, p. 1444 
504 |a Thomas, A.H., Lorente, C., Capparelli, A.L., Pokhrel, M.R., Braun, A.M., Oliveros, E., (2002) Photochem. Photobiol. Sci., 1, p. 421 
520 3 |a Photochemical studies of the reactivity of 6-(hydroxymethyl)pterin (=2-amino-6-(hydroxymethyl)pteridin-4(1H)-one; HPT) in alkaline aqueous solutions (pH 10.2-10.8) at 350 nm and room temperature were performed. The photochemical reactions were followed by UV/VIS spectrophotometry, thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), and an enzymatic method for H2O2 determination. In the presence of O2, 6-formylpterin (=2-amino-3,4-dihydro-4-oxopteridine-6-carboxaldehyde; FPT) was the only photoproduct detected. In the absence of O2, we observed a compound with an absorbance maximum at 480 nm, which was oxidized very rapidly by O 2 in a dark reaction to yield FPT. The quantum yields of substrates disappearance and of photoproducts formation were determined. The formation of H2O2 during photooxidation was monitored, and the number of mol of H2O2 released per mol of HPT consumed corresponded to a 1: 1 stoichiometry. HPT was also investigated for efficiency of singlet-oxygen (1O2) production and quenching in aqueous solution. The quantum yield of 1O2 production (ΦΔ = 0.21 ± 0.01) was determined by measurements of the 1O2 luminescence in the near-IR (1270 nm) upon continuous excitation of the sensitizer. The rate constant of 1O 2 total quenching by HPT was determined (kt = 3.1 · 106 M-1 s-1), indicating that this compound was able to quench 1O2. However, 1O2 did not participate in the photooxidation of HPT to FPT.  |l eng 
593 |a INIFTA, Departamento de Química, Universidad Nacional de La Plata, Casilla de Correo 16, (1900) La Plata, Argentina 
593 |a Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 - Buenos Aires, Argentina 
690 1 0 |a ALKALI METALS 
690 1 0 |a AMINO ACIDS 
690 1 0 |a CHROMATOGRAPHY 
690 1 0 |a METHANE 
690 1 0 |a OXIDATION 
690 1 0 |a OXYGEN 
690 1 0 |a PHOTOCHEMICAL REACTIONS 
690 1 0 |a PHOTOLYSIS 
690 1 0 |a SOLUTIONS 
690 1 0 |a SPECTROPHOTOMETRY 
690 1 0 |a STOICHIOMETRY 
690 1 0 |a THERMAL EFFECTS 
690 1 0 |a PHOTOPRODUCTS 
690 1 0 |a BIODIVERSITY 
690 1 0 |a 6 HYDROXYMETHYLPTERIN 
690 1 0 |a ALKALI 
690 1 0 |a HYDROGEN PEROXIDE 
690 1 0 |a OXYGEN 
690 1 0 |a PTERIN 6 ALDEHYDE 
690 1 0 |a PTERIN DERIVATIVE 
690 1 0 |a REACTIVE OXYGEN METABOLITE 
690 1 0 |a SINGLET OXYGEN 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a AQUEOUS SOLUTION 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMICAL STRUCTURE 
690 1 0 |a DARKNESS 
690 1 0 |a HIGH PERFORMANCE LIQUID CHROMATOGRAPHY 
690 1 0 |a LUMINESCENCE 
690 1 0 |a PHOTOCHEMISTRY 
690 1 0 |a PHOTOLYSIS 
690 1 0 |a PHOTOOXIDATION 
690 1 0 |a PRIORITY JOURNAL 
690 1 0 |a QUANTUM YIELD 
690 1 0 |a REACTION ANALYSIS 
690 1 0 |a ROOM TEMPERATURE 
690 1 0 |a STOICHIOMETRY 
690 1 0 |a STRUCTURE ANALYSIS 
690 1 0 |a THIN LAYER CHROMATOGRAPHY 
690 1 0 |a ULTRAVIOLET SPECTROPHOTOMETRY 
700 1 |a Thomas, A.H. 
700 1 |a Lorente, C. 
700 1 |a Dántola, M.L. 
700 1 |a Petroselli, G. 
700 1 |a Erra-Balsells, R. 
700 1 |a Capparelli, A.L. 
773 0 |d 2004  |g v. 87  |h pp. 349-365  |k n. 2  |p Helv. Chim. Acta  |x 0018019X  |w (AR-BaUEN)CENRE-1771  |t Helvetica Chimica Acta 
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856 4 0 |u https://doi.org/10.1002/hlca.200490032  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_0018019X_v87_n2_p349_Cabrerizo  |y Handle 
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