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...
Guardado en:
Publicado: |
2007
|
---|---|
Materias: | |
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: |
id |
paper:paper_14770520_v5_n17_p2792_Petroselli |
---|---|
record_format |
dspace |
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 |