Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin

UV-A radiation (320-400 nm) induces damages to the DNA molecule and its components through photosensitized reactions. Pterins, heterocyclic compounds widespread in biological systems, participate in relevant biological processes and are able to act as photosensitizers. We have investigated the photo...

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Publicado:	2007
Materias:	Biological systems DNA pH Photosensitizers Reaction kinetics Ultraviolet radiation Electrospray ionization mass spectrometry Irradiated solutions Photosensitized reactions Pterin (PT) Nucleotides 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate deoxyadenosine phosphate oxygen photosensitizing agent pterin derivative singlet oxygen unclassified drug article chemical structure chemistry electrospray mass spectrometry tandem mass spectrometry Deoxyadenine Nucleotides Molecular Structure Oxygen Photosensitizing Agents Pterins Singlet Oxygen Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v5_n17_p2792_Petroselli http://hdl.handle.net/20.500.12110/paper_14770520_v5_n17_p2792_Petroselli
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_14770520_v5_n17_p2792_Petroselli
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spelling	paper:paper_14770520_v5_n17_p2792_Petroselli2023-06-08T16:18:06Z Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin Biological systems DNA pH Photosensitizers Reaction kinetics Ultraviolet radiation Electrospray ionization mass spectrometry Irradiated solutions Photosensitized reactions Pterin (PT) Nucleotides 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate deoxyadenosine phosphate oxygen photosensitizing agent pterin derivative singlet oxygen unclassified drug article chemical structure chemistry electrospray mass spectrometry tandem mass spectrometry Deoxyadenine Nucleotides Molecular Structure Oxygen Photosensitizing Agents Pterins Singlet Oxygen Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry UV-A radiation (320-400 nm) induces damages to the DNA molecule and its components through photosensitized reactions. Pterins, heterocyclic compounds widespread in biological systems, participate in relevant biological processes and are able to act as photosensitizers. We have investigated the photosensitization of 2′-deoxyadenosine-5′-monophosphate (dAMP) by pterin (PT) in aqueous solution under UV-A radiation. The effect of pH was evaluated, the participation of oxygen was investigated and the products analyzed. Kinetic studies revealed that the reactivity of dAMP towards singlet oxygen (1O2) is very low and that this reactive oxygen species does not participate in the mechanism of photosensitization, although it is produced by PT upon UV-A excitation. In contrast, analysis of irradiated solutions by means of electrospray ionization mass spectrometry strongly suggested that 8-oxo-7,8-dihydro-2′-deoxyadenosine-5′-monophosphate (8-oxo-dAMP) was produced, indicating that the photosensitized oxidation takes place via a type I mechanism (electron transfer). © The Royal Society of Chemistry. 2007 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v5_n17_p2792_Petroselli http://hdl.handle.net/20.500.12110/paper_14770520_v5_n17_p2792_Petroselli
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Biological systems DNA pH Photosensitizers Reaction kinetics Ultraviolet radiation Electrospray ionization mass spectrometry Irradiated solutions Photosensitized reactions Pterin (PT) Nucleotides 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate deoxyadenosine phosphate oxygen photosensitizing agent pterin derivative singlet oxygen unclassified drug article chemical structure chemistry electrospray mass spectrometry tandem mass spectrometry Deoxyadenine Nucleotides Molecular Structure Oxygen Photosensitizing Agents Pterins Singlet Oxygen Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry
spellingShingle	Biological systems DNA pH Photosensitizers Reaction kinetics Ultraviolet radiation Electrospray ionization mass spectrometry Irradiated solutions Photosensitized reactions Pterin (PT) Nucleotides 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate deoxyadenosine phosphate oxygen photosensitizing agent pterin derivative singlet oxygen unclassified drug article chemical structure chemistry electrospray mass spectrometry tandem mass spectrometry Deoxyadenine Nucleotides Molecular Structure Oxygen Photosensitizing Agents Pterins Singlet Oxygen Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
topic_facet	Biological systems DNA pH Photosensitizers Reaction kinetics Ultraviolet radiation Electrospray ionization mass spectrometry Irradiated solutions Photosensitized reactions Pterin (PT) Nucleotides 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate deoxyadenosine phosphate oxygen photosensitizing agent pterin derivative singlet oxygen unclassified drug article chemical structure chemistry electrospray mass spectrometry tandem mass spectrometry Deoxyadenine Nucleotides Molecular Structure Oxygen Photosensitizing Agents Pterins Singlet Oxygen Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry
description	UV-A radiation (320-400 nm) induces damages to the DNA molecule and its components through photosensitized reactions. Pterins, heterocyclic compounds widespread in biological systems, participate in relevant biological processes and are able to act as photosensitizers. We have investigated the photosensitization of 2′-deoxyadenosine-5′-monophosphate (dAMP) by pterin (PT) in aqueous solution under UV-A radiation. The effect of pH was evaluated, the participation of oxygen was investigated and the products analyzed. Kinetic studies revealed that the reactivity of dAMP towards singlet oxygen (1O2) is very low and that this reactive oxygen species does not participate in the mechanism of photosensitization, although it is produced by PT upon UV-A excitation. In contrast, analysis of irradiated solutions by means of electrospray ionization mass spectrometry strongly suggested that 8-oxo-7,8-dihydro-2′-deoxyadenosine-5′-monophosphate (8-oxo-dAMP) was produced, indicating that the photosensitized oxidation takes place via a type I mechanism (electron transfer). © The Royal Society of Chemistry.
title	Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
title_short	Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
title_full	Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
title_fullStr	Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
title_full_unstemmed	Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
title_sort	photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin
publishDate	2007
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v5_n17_p2792_Petroselli http://hdl.handle.net/20.500.12110/paper_14770520_v5_n17_p2792_Petroselli
_version_	1768544429047545856

Photosensitization of 2′-deoxyadenosine-5′-monophosphate by pterin

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