Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**

Low-energy electrons (LEEs) at energies of less than 2 eV effectively decompose 4-nitroimidazole (4NI) by dissociative electron attachment (DEA). The reactions include simple bond cleavages but also complex reactions involving multiple bond cleavages and formation of new molecules. Both simple and c...

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Autores principales: Tanzer, Katrin, Feketeová, Linda, Puschnigg, Benjamin, Scheier, Paul, Illenberger, Eugen, Denifl, Stephan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2014
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4501305/
https://www.ncbi.nlm.nih.gov/pubmed/25224248
http://dx.doi.org/10.1002/anie.201407452
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author Tanzer, Katrin
Feketeová, Linda
Puschnigg, Benjamin
Scheier, Paul
Illenberger, Eugen
Denifl, Stephan
author_facet Tanzer, Katrin
Feketeová, Linda
Puschnigg, Benjamin
Scheier, Paul
Illenberger, Eugen
Denifl, Stephan
author_sort Tanzer, Katrin
collection PubMed
description Low-energy electrons (LEEs) at energies of less than 2 eV effectively decompose 4-nitroimidazole (4NI) by dissociative electron attachment (DEA). The reactions include simple bond cleavages but also complex reactions involving multiple bond cleavages and formation of new molecules. Both simple and complex reactions are associated with pronounced sharp features in the anionic yields, which are interpreted as vibrational Feshbach resonances acting as effective doorways for DEA. The remarkably rich chemistry of 4NI is completely blocked in 1-methyl-4-nitroimidazole (Me4NI), that is, upon methylation of 4NI at the N1 site. These remarkable results have also implications for the development of nitroimidazole based radiosensitizers in tumor radiation therapy.
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spelling pubmed-45013052015-07-21 Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity** Tanzer, Katrin Feketeová, Linda Puschnigg, Benjamin Scheier, Paul Illenberger, Eugen Denifl, Stephan Angew Chem Int Ed Engl Communications Low-energy electrons (LEEs) at energies of less than 2 eV effectively decompose 4-nitroimidazole (4NI) by dissociative electron attachment (DEA). The reactions include simple bond cleavages but also complex reactions involving multiple bond cleavages and formation of new molecules. Both simple and complex reactions are associated with pronounced sharp features in the anionic yields, which are interpreted as vibrational Feshbach resonances acting as effective doorways for DEA. The remarkably rich chemistry of 4NI is completely blocked in 1-methyl-4-nitroimidazole (Me4NI), that is, upon methylation of 4NI at the N1 site. These remarkable results have also implications for the development of nitroimidazole based radiosensitizers in tumor radiation therapy. WILEY-VCH Verlag 2014-11-03 2014-09-15 /pmc/articles/PMC4501305/ /pubmed/25224248 http://dx.doi.org/10.1002/anie.201407452 Text en © 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. http://creativecommons.org/licenses/by/3.0/ This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited
spellingShingle Communications
Tanzer, Katrin
Feketeová, Linda
Puschnigg, Benjamin
Scheier, Paul
Illenberger, Eugen
Denifl, Stephan
Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title_full Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title_fullStr Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title_full_unstemmed Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title_short Reactions in Nitroimidazole Triggered by Low-Energy (0–2 eV) Electrons: Methylation at N1-H Completely Blocks Reactivity**
title_sort reactions in nitroimidazole triggered by low-energy (0–2 ev) electrons: methylation at n1-h completely blocks reactivity**
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4501305/
https://www.ncbi.nlm.nih.gov/pubmed/25224248
http://dx.doi.org/10.1002/anie.201407452
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