Upon the photostability of 8-nitro-cGMP and its caging as a 7-dimethylaminocoumarinyl ester?

Chemical Communications Pub Date: 2014-05-15 DOI: 10.1039/C4CC02828G

Abstract

8-Nitro-cGMP was recently discovered as a second messenger of nitric oxide. We describe here the synthesis and properties of DMACM-modified 8-nitro-cGMP for photochemical uncaging. Owing to the limited photostability of 8-nitro-cGMP care must be taken, but the photorelease of the intact product was readily feasible. Unexpectedly, 8-nitro-cGMP decays under formation of 8-nitrosoguanine when irradiated with light.

Graphical abstract: Upon the photostability of 8-nitro-cGMP and its caging as a 7-dimethylaminocoumarinyl ester
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