Nitric Oxide Is Reduced to HNO by Proton-Coupled Nucleophilic Attack by Ascorbate, Tyrosine, and Other Alcohols. A New Route to HNO in Biological Media?

Beitrag in einer Fachzeitschrift
(Originalarbeit)


Details zur Publikation

Autor(en): Suarez SA, Neuman NI, Munoz M, Alvarez L, Bikiel D, Brondino CD, Ivanovic-Burmazovic I, Miljkovic J, Filipovic M, Marti MA, Doctorovich F
Zeitschrift: Journal of the American Chemical Society
Verlag: American Chemical Society
Jahr der Veröffentlichung: 2015
Band: 137
Heftnummer: 14
Seitenbereich: 4720-4727
ISSN: 1520-5126


Abstract


The role of NO in biology is well established. However, an increasing body of evidence suggests that azanone (HNO), could also be involved in biological processes, some of which are attributed to NO. In this context, one of the most important and yet unanswered questions is whether and how HNO is produced in vivo. A possible route concerns the chemical or enzymatic reduction of NO. In the present work, we have taken advantage of a selective HNO sensing method, to show that NO is reduced to HNO by biologically relevant alcohols with moderate reducing capacity, such as ascorbate or tyrosine. The proposed mechanism involves a nucleophilic attack to NO by the alcohol, coupled to a proton transfer (PCNA: proton-coupled nucleophilic attack) and a subsequent decomposition of the so-produced radical to yield HNO and an alkoxyl radical. (Graph Presented).



FAU-Autoren / FAU-Herausgeber

Filipovic, Milos
Lehrstuhl für Bioanorganische Chemie
Ivanovic-Burmazovic, Ivana Prof. Dr.
Lehrstuhl für Bioanorganische Chemie
Miljkovic, Jan
Lehrstuhl für Bioanorganische Chemie


Zitierweisen

APA:
Suarez, S.A., Neuman, N.I., Munoz, M., Alvarez, L., Bikiel, D., Brondino, C.D.,... Doctorovich, F. (2015). Nitric Oxide Is Reduced to HNO by Proton-Coupled Nucleophilic Attack by Ascorbate, Tyrosine, and Other Alcohols. A New Route to HNO in Biological Media? Journal of the American Chemical Society, 137(14), 4720-4727. https://dx.doi.org/10.1021/ja512343w

MLA:
Suarez, Sebastian A., et al. "Nitric Oxide Is Reduced to HNO by Proton-Coupled Nucleophilic Attack by Ascorbate, Tyrosine, and Other Alcohols. A New Route to HNO in Biological Media?" Journal of the American Chemical Society 137.14 (2015): 4720-4727.

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