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Reactions of nitric oxide and nitrogen dioxide with coenzyme Q: involvement of the isoprenic chain.
MedLine Citation:
PMID:  23334659     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The formation of a di-tert-alkyl nitroxide has been observed by Electron Spin Resonance during the exposure of coenzyme CoQ(10), in both the oxidized and reduced forms, to nitrogen dioxide (˙NO(2)) or to nitric oxide (˙NO) in the presence of oxygen. The same kind of nitroxide has been observed also with CoQ(1), CoQ(3) or with 1-phenyl-3-methyl-2-butene, chosen as model compounds. In all cases, the formation of the nitroxide may be justified only by admitting the involvement of the isoprenic chain of the coenzymes and in particular the addition of ˙NO(2) to the double bond. A mechanism which accounts for the formation of the nitroxide as well as the other compounds observed in the reactions is proposed and confirmed by a spectroscopic investigation (FT-IR, (1)H NMR, X-ray analysis) and by ESI-MS.
Authors:
Paola Astolfi; Laurence Charles; Didier Gigmes; Lucedio Greci; Corrado Rizzoli; Federico Sorana; Pierluigi Stipa
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-1-21
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  -     ISSN:  1477-0539     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-1-21     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Dipartimento SIMAU, Università Politecnica delle Marche, Via Brecce Bianche 12, I-60131 Ancona, Italy. p.astolfi@univpm.it.
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