2′-O-Me-cAMP

Analogue of the natural signal molecule cyclic AMP in which the 2’-hydroxyl group of the ribose has been methylated.
Since a free 2’-ribose hydroxyl group in cyclic AMP is essential for stimulation of cAMP-dependent protein kinase (PKA), the methylated analog 2’-OMe-cAMP does not activate PKA, whereas it is a selective stimulator of the exchange factors directly activated by cAMP(Epac or cAMP-GEF).
2’-O-Me-cAMP is also suitable for testing the 2’-position of the cAMP skeleton in receptor mapping studies. In comparison with potent Epac-activating analogues such as 8-pCPT-2′-O-Me-cAMP (Prod. No. BLG-C041) or 8-pMeOPT-2′-OMe-cAMP (Prod. No. BLG-M034) 2′-O-Me-cAMP shows considerably reduced potency as well as lipophilicity which makes it much less membrane-permeant. Furthermore, it is metabolized rapidly by cyclic nucleotide-dependent phosphodiesterases. For these reasons, 2-O-Me-cAMP is not recommended for investigating the role of Epac in cell culture experiments.