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S-nitrosothiol-modified hyperbranched polyesters.


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.

SUBMITTER: Yang L 

PROVIDER: S-EPMC8281897 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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<i>S</i>-nitrosothiol-modified hyperbranched polyesters.

Yang Lei L   Lu Yuan Y   Soto Robert J RJ   Shah Anand A   Ahonen Mona Jasmine R MJR   Schoenfisch Mark H MH  

Polymer chemistry 20161102 46


Hyperbranched polyesters with a range of exterior thiol modifications were synthesized through a Michael addition thiol-ene reaction. <i>S</i>-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<sup>-1</sup>. Multiple decomposition pathways (i.e., use of light, copper ions, and heat) triggered <i>S</i>-nitrosothiol NO donor breakdown and NO release under physiological conditions (37 °C, pH 7.  ...[more]

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