Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex

Norharmane is a compound that belongs to a family of alkaloids called β-carbolines (βCs). These alkaloids are present in a wide range of biological systems, playing a variety of significant photo-dependent roles. Upon UV-A irradiation, βCs are able to act as efficient photosensitizers. In this work,...

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Autores principales: Gonzalez, M. Micaela, Rasse Suriani, Federico Ariel Osvaldo, Franca, Carlos Alberto, Pis Diez, Reinaldo, Gholipour, Yousef, Nonami, Hiroshi, Erra-Balsells, Rosa, Cabrerizo, Franco Martín
Formato: Articulo
Lenguaje:Inglés
Publicado: 2012
Materias:
Química
Bioquímica
norharmane
alkaloids
photosensitized oxidation
dAMP
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/151505
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-151505
record_format dspace
spelling I19-R120-10915-1515052023-04-15T04:06:32Z http://sedici.unlp.edu.ar/handle/10915/151505 issn:1477-0520 issn:1477-0539 Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex Gonzalez, M. Micaela Rasse Suriani, Federico Ariel Osvaldo Franca, Carlos Alberto Pis Diez, Reinaldo Gholipour, Yousef Nonami, Hiroshi Erra-Balsells, Rosa Cabrerizo, Franco Martín 2012-11 2023-04-14T17:25:33Z en Química Bioquímica norharmane alkaloids photosensitized oxidation dAMP Norharmane is a compound that belongs to a family of alkaloids called β-carbolines (βCs). These alkaloids are present in a wide range of biological systems, playing a variety of significant photo-dependent roles. Upon UV-A irradiation, βCs are able to act as efficient photosensitizers. In this work, we have investigated the photosensitized oxidation of 2′-deoxyadenosine 5′-monophosphate (dAMP) by norharmane in an aqueous phase, upon UV-A (350 nm) irradiation. The effect of the pH was evaluated on both the interactions between norharmane and dAMP in the ground and electronic excited states, and on the dAMP photosensitized oxidation. A quite strong static interaction between norharmane and dAMP was observed, especially under those pH conditions where the protonated form of the alkaloid is present (pH < 7). Theoretical studies were performed to further characterize the static complex structure. The participation of reactive oxygen species (ROS) in the photosensitized reaction was also investigated and the photoproducts were characterized by means of UV-LDI-MS and ESI-MS. All the data provided herein indicate that electron transfer (Type I) within a self-assembled norharmane–dAMP complex is the operative mechanism in the dAMP photosensitization. Centro de Química Inorgánica Articulo Articulo http://creativecommons.org/licenses/by/3.0/ Creative Commons Attribution 3.0 Unported (CC BY 3.0) application/pdf 9359-9372
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Bioquímica
norharmane
alkaloids
photosensitized oxidation
dAMP
spellingShingle Química
Bioquímica
norharmane
alkaloids
photosensitized oxidation
dAMP
Gonzalez, M. Micaela
Rasse Suriani, Federico Ariel Osvaldo
Franca, Carlos Alberto
Pis Diez, Reinaldo
Gholipour, Yousef
Nonami, Hiroshi
Erra-Balsells, Rosa
Cabrerizo, Franco Martín
Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
topic_facet Química
Bioquímica
norharmane
alkaloids
photosensitized oxidation
dAMP
description Norharmane is a compound that belongs to a family of alkaloids called β-carbolines (βCs). These alkaloids are present in a wide range of biological systems, playing a variety of significant photo-dependent roles. Upon UV-A irradiation, βCs are able to act as efficient photosensitizers. In this work, we have investigated the photosensitized oxidation of 2′-deoxyadenosine 5′-monophosphate (dAMP) by norharmane in an aqueous phase, upon UV-A (350 nm) irradiation. The effect of the pH was evaluated on both the interactions between norharmane and dAMP in the ground and electronic excited states, and on the dAMP photosensitized oxidation. A quite strong static interaction between norharmane and dAMP was observed, especially under those pH conditions where the protonated form of the alkaloid is present (pH < 7). Theoretical studies were performed to further characterize the static complex structure. The participation of reactive oxygen species (ROS) in the photosensitized reaction was also investigated and the photoproducts were characterized by means of UV-LDI-MS and ESI-MS. All the data provided herein indicate that electron transfer (Type I) within a self-assembled norharmane–dAMP complex is the operative mechanism in the dAMP photosensitization.
format Articulo
Articulo
author Gonzalez, M. Micaela
Rasse Suriani, Federico Ariel Osvaldo
Franca, Carlos Alberto
Pis Diez, Reinaldo
Gholipour, Yousef
Nonami, Hiroshi
Erra-Balsells, Rosa
Cabrerizo, Franco Martín
author_facet Gonzalez, M. Micaela
Rasse Suriani, Federico Ariel Osvaldo
Franca, Carlos Alberto
Pis Diez, Reinaldo
Gholipour, Yousef
Nonami, Hiroshi
Erra-Balsells, Rosa
Cabrerizo, Franco Martín
author_sort Gonzalez, M. Micaela
title Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
title_short Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
title_full Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
title_fullStr Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
title_full_unstemmed Photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (dAMP) complex
title_sort photosensitized electron transfer within a self-assembled norharmane–2′-deoxyadenosine 5′-monophosphate (damp) complex
publishDate 2012
url http://sedici.unlp.edu.ar/handle/10915/151505
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