Upon the photostability of 8-nitro-cGMP and its caging as a 7-dimethylaminocoumarinyl ester.
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.
Interfaculty Institute of Biochemistry, University of Tübingen, Auf der Morgenstelle 15, D-72076 Tübingen, Germany. thorsten.stafforst@uni-tuebingen.de.
Ayan
A
Samanta
Martin
M
Thunemann
Robert
R
Feil
Thorsten
T
Stafforst
D002851:Chromatography, High Pressure Liquid; D003374:Coumarins / Q000737:chemistry*; D006152:Cyclic GMP / Q000031:analogs & derivatives* / Q000737:chemistry / Q000528:radiation effects; D004952:Esters; D008027:Light; D010782:Photolysis; D013056:Spectrophotometry, Ultraviolet
C525106:8-nitroguanosine 3',5'-cyclic monophosphate; D003374:Coumarins; D004952:Esters; D006152:Cyclic GMP