Photomanipulation of Vasodilation with a Blue-Light-Controllable Nitric Oxide Releaser

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• 作者：Naoya Ieda ; Yuji Hotta ; Naoki Miyata ; Kazunori Kimura ; Hidehiko Nakagawa
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：May 14, 2014
• 年：2014
• 卷：136
• 期：19
• 页码：7085-7091
• 全文大小：398K
• 年卷期：v.136,no.19(May 14, 2014)
• ISSN：1520-5126

文摘

Spatiotemporally controllable nitric oxide (NO)-releasers allow us to analyze the physiological effects of NO, a gaseous mediator that modulates many biological signaling networks, and are also candidate chemotherapeutic agents. We designed and synthesized a blue-light-controllable NO releaser, named NOBL-1, which bears an N-nitrosoaminophenol moiety for NO release tethered to a BODIPY dye moiety for harvesting blue light. Photoinduced electron transfer from N-nitrosoaniline to the antenna moiety upon irradiation with relatively noncytotoxic blue light (470鈥?00 nm) should result in NO release with formation of a stable quinone moiety. NO release from NOBL-1 was confirmed by ESR spin trapping and fluorescence detection. Spatially controlled NO release in cells was observed with DAR-4M AM, a fluorogenic NO probe. We also demonstrated temporally controlled vasodilation of rat aorta ex vivo by blue-light-induced NO release from NOBL-1. This compound should be useful for precise examination of the functions of NO with excellent spatiotemporal control.