Caged mitochondrial uncouplers that are released in response to hydrogen peroxide

Caged versions of the most common mitochondrial uncouplers (proton translocators) have been prepared that sense the reactive oxygen species (ROS) hydrogen peroxide to release the uncouplers 2,4-dinitrophenol (DNP) and carbonylcyanide p-trifluoromethoxyphenylhydrazone (FCCP) from caged states with se...

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Detalles Bibliográficos
Autores principales: Quin, Caroline, Robertson, Linsey, McQuaker, Stephen J., Price, Nicholas C., Brand, Martin D., Hartley, Richard C.
Formato: Texto
Lenguaje:English
Publicado: Pergamon Press 2010
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2852674/
https://www.ncbi.nlm.nih.gov/pubmed/20418941
http://dx.doi.org/10.1016/j.tet.2010.01.103
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author Quin, Caroline
Robertson, Linsey
McQuaker, Stephen J.
Price, Nicholas C.
Brand, Martin D.
Hartley, Richard C.
author_facet Quin, Caroline
Robertson, Linsey
McQuaker, Stephen J.
Price, Nicholas C.
Brand, Martin D.
Hartley, Richard C.
author_sort Quin, Caroline
collection PubMed
description Caged versions of the most common mitochondrial uncouplers (proton translocators) have been prepared that sense the reactive oxygen species (ROS) hydrogen peroxide to release the uncouplers 2,4-dinitrophenol (DNP) and carbonylcyanide p-trifluoromethoxyphenylhydrazone (FCCP) from caged states with second order rate constants of 10 (±0.8) M(−1) s(−1) and 64.8 (±0.6) M(−1) s(−1), respectively. The trigger mechanism involves conversion of an arylboronate into a phenol followed by fragmentation. Hydrogen peroxide-activated uncouplers may be useful for studying the biological process of ageing.
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spelling pubmed-28526742010-04-23 Caged mitochondrial uncouplers that are released in response to hydrogen peroxide Quin, Caroline Robertson, Linsey McQuaker, Stephen J. Price, Nicholas C. Brand, Martin D. Hartley, Richard C. Tetrahedron Article Caged versions of the most common mitochondrial uncouplers (proton translocators) have been prepared that sense the reactive oxygen species (ROS) hydrogen peroxide to release the uncouplers 2,4-dinitrophenol (DNP) and carbonylcyanide p-trifluoromethoxyphenylhydrazone (FCCP) from caged states with second order rate constants of 10 (±0.8) M(−1) s(−1) and 64.8 (±0.6) M(−1) s(−1), respectively. The trigger mechanism involves conversion of an arylboronate into a phenol followed by fragmentation. Hydrogen peroxide-activated uncouplers may be useful for studying the biological process of ageing. Pergamon Press 2010-03-27 /pmc/articles/PMC2852674/ /pubmed/20418941 http://dx.doi.org/10.1016/j.tet.2010.01.103 Text en © 2010 Elsevier Ltd. https://creativecommons.org/licenses/by/3.0/ Open Access under CC BY 3.0 (https://creativecommons.org/licenses/by/3.0/) license
spellingShingle Article
Quin, Caroline
Robertson, Linsey
McQuaker, Stephen J.
Price, Nicholas C.
Brand, Martin D.
Hartley, Richard C.
Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title_full Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title_fullStr Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title_full_unstemmed Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title_short Caged mitochondrial uncouplers that are released in response to hydrogen peroxide
title_sort caged mitochondrial uncouplers that are released in response to hydrogen peroxide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2852674/
https://www.ncbi.nlm.nih.gov/pubmed/20418941
http://dx.doi.org/10.1016/j.tet.2010.01.103
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