Nitric Oxide Physiological Responses and Delivery Mechanisms Probed by Water-Soluble Roussin’s Red Ester and {Fe(NO)2}10 DNIC

doi:10.1021/ja711494m

淡江大學機構典藏 > 理學院 > 化學學系暨研究所 > 期刊論文 > Item 987654321/97569

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题名:	Nitric Oxide Physiological Responses and Delivery Mechanisms Probed by Water-Soluble Roussin’s Red Ester and {Fe(NO)2}10 DNIC
作者:	Chen, Yi-Ju;Ku, Wei-Chi;Feng, Li-Ting;Tsai, Ming-Li;Hsieh, Chung-Hung;Hsu, Wen-Hwei;Liaw, Wen-Feng;Hung, Chen-Hsiung;Chen, Yu-Ju
贡献者:	淡江大學化學學系
日期:	2008-08
上传时间:	2014-03-27 09:17:43 (UTC+8)
出版者:	Washington, DC: American Chemical Society
摘要:	Dinitrosyl−iron complexes (DNICs) are stable carriers for nitric oxide (NO), an important biological signaling molecule and regulator. However, the insolubility of synthetic DNICs, such as Roussin’s red ester (RRE), in water has impaired efforts to unravel their biological functions. Here, we report a water-soluble and structurally well-characterized RRE [Fe(μ-SC2H4COOH)(NO)2]2 (DNIC-1) and a {Fe(NO)2}10 DNIC [(PPh2(Ph-3-SO3Na))2Fe(NO)2] (DNIC-2), their NO-induced protein regulation, and their cellular uptake mechanism using immortalized vascular endothelial cells as a model. Compared with the most common NO donor, S-nitroso-N-acetyl-penicillamine (SNAP), the in vitro NO release assay showed that both DNICs acted as much slower yet higher stoichiometric NO-release agents with low cytotoxicity (IC50 > 1 mM). Furthermore, l-cysteine facilitated NO release from SNAP and DNIC-1, but not DNIC-2, in a dose- and time-dependent manner. EPR spectroscopic analysis showed, for the first time, that intact DNIC-1 can either diffuse or be transported into cells independently and can transform to either paramagnetic protein bound DNIC in the presence of serum or [DNIC-(Cys)2] with excess l-cysteine under serum-free conditions. Both DNICs subsequently induced NO-dependent upregulation of cellular heat shock protein 70 and in vivo protein S-nitrosylation. We conclude that both novel water-soluble DNICs have potential to release physiologically relevant quantities of NO and can be a good model for deciphering how iron−sulfur−nitrosyl compounds permeate into the cell membrane and for elucidating their physiological significance.
關聯:	Journal of the American Chemical Society 130(33), pp.10929-10938
DOI:	10.1021/ja711494m
显示于类别:	[化學學系暨研究所] 期刊論文

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