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

Naoya Ieda, Yuji Hotta, Naoki Miyata, Kazunori Kimura, Hidehiko Nakagawa

J Am Chem Soc. 2014 May 14;136(19):7085-91.

PMID: 24731151

Abstract:

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 (470-500 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
IAR42418052 DAR-4M AM DAR-4M AM Price
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