Excited singlet molecular O2 (1Δg) is generated enzymatically from excited carbonyls in the dark View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2015-05

AUTHORS

Camila M Mano, Fernanda M Prado, Júlio Massari, Graziella E Ronsein, Glaucia R Martinez, Sayuri Miyamoto, Jean Cadet, Helmut Sies, Marisa H G Medeiros, Etelvino J H Bechara, Paolo Di Mascio

ABSTRACT

In mammalian tissues, ultraweak chemiluminescence arising from biomolecule oxidation has been attributed to the radiative deactivation of singlet molecular oxygen [O2 ((1)Δg)] and electronically excited triplet carbonyl products involving dioxetane intermediates. Herein, we describe evidence of the generation of O2 ((1)Δg) in aqueous solution via energy transfer from excited triplet acetone. This involves thermolysis of 3,3,4,4-tetramethyl-1,2-dioxetane, a chemical source, and horseradish peroxidase-catalyzed oxidation of 2-methylpropanal, as an enzymatic source. Both sources of excited carbonyls showed characteristic light emission at 1,270 nm, directly indicative of the monomolecular decay of O2 ((1)Δg). Indirect analysis of O2 ((1)Δg) by electron paramagnetic resonance using the chemical trap 2,2,6,6-tetramethylpiperidine showed the formation of 2,2,6,6-tetramethylpiperidine-1-oxyl. Using [(18)O]-labeled triplet, ground state molecular oxygen [(18)O2 ((3)Σg(-))], chemical trapping of (18)O2 ((1)Δg) with disodium salt of anthracene-9,10-diyldiethane-2,1-diyl disulfate yielding the corresponding double-[(18)O]-labeled 9,10-endoperoxide, was detected through mass spectrometry. This corroborates formation of O2 ((1)Δg). Altogether, photoemission and chemical trapping studies clearly demonstrate that chemically and enzymatically nascent excited carbonyl generates (18)O2 ((1)Δg) by triplet-triplet energy transfer to ground state oxygen O2 ((3)Σg(-)), and supports the long formulated hypothesis of O2 ((1)Δg) involvement in physiological and pathophysiological events that might take place in tissues in the absence of light. More... »

PAGES

5938

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/srep05938

DOI

http://dx.doi.org/10.1038/srep05938

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1027147233

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/25087485


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423 schema:name Institute of Biochemistry and Molecular Biology I, and Leibniz Research Institute for Environmental Medicine, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany.
424 rdf:type schema:Organization
425 https://www.grid.ac/institutes/grid.457348.9 schema:alternateName CEA Grenoble
426 schema:name Institut Nanosciences et Cryogénie, CEA/Grenoble, F-38054 Grenoble Cedex 9, France.
427 rdf:type schema:Organization
 




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