Nitric oxide release from a cucurbituril encapsulated NO-donor

A. Acuña, N. Basílio, M. Parajó, J. C. Mejuto, J. Pérez-Juste, P. Taladriz-Blanco, L. Garcia-Rio

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Controlling S-nitrosothiol decomposition, with the consequent release of nitric oxide, is a topic of great research interest. The incorporation of nitrosomercaptopyridine (SNO+) into the cucurbit[7]uril cavity results in a large increase of its nitrosation equilibrium constant. This effect being a consequence of the preferential stabilization of organic cations by the formation of host:guest complexes with CB7 results in a drastic reduction of the SNO+ denitrosation rate constant. Moreover, SNO+ encapsulation also prevents its decomposition yielding disulfide and nitric oxide. The expulsion of SNO+ from the cucurbituril cavity through the application of a chemical stimulus (competitive binding) results in controlled nitric oxide release as was confirmed by using a NO selective electrode.

Original languageEnglish
Pages (from-to)4272-4278
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume16
Issue number23
DOIs
Publication statusPublished - 1 Jan 2018

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