Self-amplified depolymerization of oligo(thiourethanes) for the release of COS/H2S

被引:0
|
作者
Powell, Chadwick R. [1 ]
Foster, Jeffrey C. [1 ]
Swilley, Sarah N. [1 ]
Kaur, Kuljeet [1 ]
Scannelli, Samantha J. [1 ]
Troya, Diego [1 ]
Matson, John B. [1 ]
机构
[1] Virginia Tech, Ctr Drug Discovery, Macromol Innovat Inst, Dept Chem, 1040 Drillfield Dr, Blacksburg, VA 24061 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
HYDROGEN-SULFIDE; H2S DONORS; DELIVERY; PATHOGENESIS; DENDRIMERS; MOLECULE; DONATION; DESIGN; COS;
D O I
10.1039/c9py00354a
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Herein we report the self-amplified depolymerization of an aryl oligo(thiourethane) (OTU) for the release of COS/H2S. The OTU was synthesized via polyaddition of 4-isothiocyanatobenzyl alcohol and end-capped with an aryl azide. The aryl azide chain-end was reduced by tris(2-carboxyethyl)phosphine or H2S to the corresponding aniline, resulting in depolymerization (i.e., self-immolation) and the release of COS/H2S. Depolymerization was monitored by H-1 NMR and UV-Vis spectroscopy, and the released COS was converted into H2S by the ubiquitous enzyme carbonic anhydrase in aqueous media, generating an amplified response.
引用
收藏
页码:2991 / 2995
页数:5
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