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Issue 23, 2018
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Nitric oxide release from a cucurbituril encapsulated NO-donor

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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.

Graphical abstract: Nitric oxide release from a cucurbituril encapsulated NO-donor

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Supplementary files

Article information


Submitted
16 Apr 2018
Accepted
11 May 2018
First published
11 May 2018

Org. Biomol. Chem., 2018,16, 4272-4278
Article type
Paper

Nitric oxide release from a cucurbituril encapsulated NO-donor

A. Acuña, N. Basílio, M. Parajó, J. C. Mejuto, J. Pérez-Juste, P. Taladriz-Blanco and L. Garcia-Rio, Org. Biomol. Chem., 2018, 16, 4272
DOI: 10.1039/C8OB00895G

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