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Abstract:

The photochemistry of 6-(hydroxymethyl)pterin (HPT; 1) in aqueous solution (pH 5-6) was investigated by irradiation at 350 nm at room temperature. The photochemical reactions of the acidic form 1a were followed by UV/VIS spectrophotometry, thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), and enzymatic methods for the determination of the superoxide anion radical (O2 .-) and hydrogen peroxide (H2O2). When 1a is exposed to UV-A radiation, the intermediates 4 and 4′ are formed reacting with O2 to yield 6-formylpterin (FPT; 5) and 6-carboxypterin (CPT; 6). under formation of O 2 .- and H2O2 (Scheme 3). The quantum yields of the disappearance of HPT (1a) and of the formation of the photoproducts 5 and 6 were determined. HPT was investigated for its efficiency in singlet-oxygen (1O2) production in acidic aqueous solution. The corresponding quantum yield of 1O2 production (ΦΔ) was 0.15±0.02, as measured by the 1O2 luminescence in the near-IR (1270 nm) upon continuous excitation of the sensitizer. However, 1O2 does not participate in the actual photooxidation of HPT (1a) to FPT (5) and CPT (6). © 2006 Verlag Helvetica Chimica Acta AG.

Registro:

Documento: Artículo
Título:Photoinduced formation of reactive oxygen species from the acid form of 6-(hydroxymethyl)pterin in aqueous solution
Autor:Thomas, A.H.; Cabrerizo, R.; Vignoni, M.; Erra-Balsells, R.; Cabrerizo, F.M.; Capparelli, A.L.
Filiación:Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas (INIFTA), Departamento de Química, Universidad Nacional de La Plata, Casilla de Correo 16, 1900-La Plata, Argentina
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428-Buenos Aires, Argentina
Palabras clave:Acidity; High performance liquid chromatography; Hydrogen peroxide; Negative ions; Photochemical reactions; Photooxidation; 6-(hydroxymethyl)pterin; Photoinduced formation; Reactive oxygen species; Organic compounds; 6 hydroxymethylpterin; acid protein; hydrogen peroxide; pterin derivative; reactive oxygen metabolite; singlet oxygen; superoxide; unclassified drug; aqueous solution; article; enzyme chemistry; high performance liquid chromatography; irradiation; photochemistry; photolysis; priority journal; quantum yield; room temperature; thin layer chromatography; ultraviolet spectrophotometry
Año:2006
Volumen:89
Número:6
Página de inicio:1090
Página de fin:1104
DOI: http://dx.doi.org/10.1002/hlca.200690107
Título revista:Helvetica Chimica Acta
Título revista abreviado:Helv. Chim. Acta
ISSN:0018019X
CODEN:HCACA
CAS:6 hydroxymethylpterin, 712-29-8; hydrogen peroxide, 7722-84-1; pterin derivative, 948-60-7; superoxide, 11062-77-4
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v89_n6_p1090_Thomas

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Citas:

---------- APA ----------
Thomas, A.H., Cabrerizo, R., Vignoni, M., Erra-Balsells, R., Cabrerizo, F.M. & Capparelli, A.L. (2006) . Photoinduced formation of reactive oxygen species from the acid form of 6-(hydroxymethyl)pterin in aqueous solution. Helvetica Chimica Acta, 89(6), 1090-1104.
http://dx.doi.org/10.1002/hlca.200690107
---------- CHICAGO ----------
Thomas, A.H., Cabrerizo, R., Vignoni, M., Erra-Balsells, R., Cabrerizo, F.M., Capparelli, A.L. "Photoinduced formation of reactive oxygen species from the acid form of 6-(hydroxymethyl)pterin in aqueous solution" . Helvetica Chimica Acta 89, no. 6 (2006) : 1090-1104.
http://dx.doi.org/10.1002/hlca.200690107
---------- MLA ----------
Thomas, A.H., Cabrerizo, R., Vignoni, M., Erra-Balsells, R., Cabrerizo, F.M., Capparelli, A.L. "Photoinduced formation of reactive oxygen species from the acid form of 6-(hydroxymethyl)pterin in aqueous solution" . Helvetica Chimica Acta, vol. 89, no. 6, 2006, pp. 1090-1104.
http://dx.doi.org/10.1002/hlca.200690107
---------- VANCOUVER ----------
Thomas, A.H., Cabrerizo, R., Vignoni, M., Erra-Balsells, R., Cabrerizo, F.M., Capparelli, A.L. Photoinduced formation of reactive oxygen species from the acid form of 6-(hydroxymethyl)pterin in aqueous solution. Helv. Chim. Acta. 2006;89(6):1090-1104.
http://dx.doi.org/10.1002/hlca.200690107