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光生硫代苯甲醛引发并可调的硫化氢释放

Triggered and Tunable Hydrogen Sulfide Release from Photogenerated Thiobenzaldehydes.

作者信息

Xiao Zeyun, Bonnard Thomas, Shakouri-Motlagh Aida, Wylie Ross A L, Collins Joe, White Jonathan, Heath Daniel E, Hagemeyer Christoph E, Connal Luke A

机构信息

Department of Chemical and Biomolecular Engineering, University of Melbourne, Grattan Street, Parkville, Victoria, 3010, Australia.

NanoBiotechnology Laboratory, Australian Centre for Blood Diseases, Monash University, Melbourne, Victoria, 3004, Australia.

出版信息

Chemistry. 2017 Aug 22;23(47):11294-11300. doi: 10.1002/chem.201701206. Epub 2017 Jul 27.

Abstract

Hydrogen sulfide (H S) has been identified as an important cell-signaling mediator and has a number of biological functions, such as vascular smooth muscle relaxation, neurotransmission, and regulation of inflammation. A facile and versatile approach for H S production initiated by light irradiation and controlled by reaction with an amine or an amino acid was developed. The donor was synthesized in a one-pot reaction, and simple crystallization led to a yield of approximately 90 %. The synthetic strategy is scalable and versatile, and the H S donors can be expressed ina number of different molecular and macromolecular forms, including crystalline small-molecule compounds, water-soluble polymers, polystyrene films, and hydrogels. The H S donors based on polystyrene film and hydrogel were used as cell-culture scaffolds. The H S donor based on water-soluble polymer was applied in photocontrolled inhibition of P-selectin expression on human platelets and subsequent regulation of platelet aggregation. This study provides the simplest controllable H S source to study its biological functions. The developed materials are also new therapeutic platforms to deliver H S, as there is no accumulation of toxic byproducts, and the donor materials from polystyrene films and hydrogels can be readily removed after releasing H S.

摘要

硫化氢(H₂S)已被确认为一种重要的细胞信号传导介质,具有多种生物学功能,如血管平滑肌舒张、神经传递和炎症调节。人们开发了一种简便通用的方法,通过光照射引发并与胺或氨基酸反应来控制H₂S的产生。供体在一锅反应中合成,简单结晶后产率约为90%。该合成策略具有可扩展性和通用性,H₂S供体可以以多种不同的分子和大分子形式表达,包括结晶小分子化合物、水溶性聚合物、聚苯乙烯薄膜和水凝胶。基于聚苯乙烯薄膜和水凝胶的H₂S供体被用作细胞培养支架。基于水溶性聚合物的H₂S供体被应用于光控抑制人血小板上P-选择素的表达以及随后对血小板聚集的调节。本研究提供了研究H₂S生物学功能的最简单可控来源。所开发的材料也是递送H₂S的新型治疗平台,因为没有有毒副产物的积累,并且聚苯乙烯薄膜和水凝胶中的供体材料在释放H₂S后可以很容易地去除。

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