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笼状羰基硫(COS)和硫化氢(HS)的生物正交“点击释放”供体。

Bio-orthogonal "click-and-release" donation of caged carbonyl sulfide (COS) and hydrogen sulfide (HS).

作者信息

Steiger Andrea K, Yang Yang, Royzen Maksim, Pluth Michael D

机构信息

Materials Science Institute, Institute of Molecular Biology, Department of Chemistry and Biochemistry, University of Oregon, Eugene, OR 97403, USA.

Department of Chemistry, University at Albany, SUNY, 1400 Washington Avenue, Albany, NY 12222, USA.

出版信息

Chem Commun (Camb). 2017 Jan 24;53(8):1378-1380. doi: 10.1039/c6cc09547j.

Abstract

Hydrogen sulfide (HS) is an important biomolecule with high therapeutic potential. Here we leverage the inverse-electron demand Diels-Alder (IEDDA) click reaction between a thiocarbamate-functionalized trans-cyclooctene and a tetrazine to deliver carbonyl sulfide (COS), which is quickly converted to HS by the uniquitous enzyme carbonic anhydrase (CA), thus providing a new strategy for bio-orthogonal COS/HS donation.

摘要

硫化氢(HS)是一种具有高治疗潜力的重要生物分子。在此,我们利用硫代氨基甲酸盐功能化的反式环辛烯与四嗪之间的逆电子需求狄尔斯-阿尔德(IEDDA)点击反应来递送羰基硫(COS),COS可被普遍存在的碳酸酐酶(CA)迅速转化为HS,从而为生物正交的COS/HS供体提供了一种新策略。

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