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Issue 46, 2016

S-Nitrosothiol-modified hyperbranched polyesters

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Abstract

Hyperbranched polyesters with a range of exterior thiol modifications were synthesized through a Michael addition thiol–ene reaction. S-Nitrosothiol nitric oxide (NO) donors were subsequently introduced onto the scaffolds to yield NO-releasing polyesters with total NO storage of ∼2.0 µmol mg−1. Multiple decomposition pathways (i.e., use of light, copper ions, and heat) triggered S-nitrosothiol NO donor breakdown and NO release under physiological conditions (37 °C, pH 7.4). The NO-releasing polyesters were characterized as a function of chemical modification and scaffold size or generation. The approaches described herein expand the scope of biodegradable NO-releasing materials with large NO payloads.

Graphical abstract: S-Nitrosothiol-modified hyperbranched polyesters

Supplementary files

Article information


Submitted
29 Aug 2016
Accepted
30 Oct 2016
First published
02 Nov 2016

Polym. Chem., 2016,7, 7161-7169
Article type
Paper

S-Nitrosothiol-modified hyperbranched polyesters

L. Yang, Y. Lu, R. J. Soto, A. Shah, M. J. R. Ahonen and M. H. Schoenfisch, Polym. Chem., 2016, 7, 7161 DOI: 10.1039/C6PY01516F

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