510774-50-2
Chemical Structure
8-pCPT-2′-O-Me-cAMP
Synonym(s): 8-CPT-2'-O-Me-cAMP
- CAS No.: 510774-50-2
- Formula:C17H17ClN5O6PS
- Molecular Weight:485.84
IUPAC Name: (4aR,6R,7R,7aR)-6-(6-amino-8-((4-chlorophenyl)thio)-9H-purin-9-yl)-2-hydroxy-7-methoxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
InChIKey: BCGHHRAUZWOTNH-XNIJJKJLSA-N
SMILES: NC1=C2C(N([C@H]3[C@@H]([C@@]4([H])[C@](COP(O)(O4)=O)([H])O3)OC)C(SC5=CC=C(C=C5)Cl)=N2)=NC=N1
Biological Activity: 8-pCPT-2′-O-Me-cAMP (8-CPT-2'-O-Me-cAMP), an analog of cAMP, is an activator of exchange proteins activated by cAMP (Epac). 8-pCPT-2′-O-Me-cAMP activates Epac1 (EC50 = 2.2 μM), but not PKA (EC50 >10 μM). 8-pCPT-2′-O-Me-cAMP stimulates Epac-mediated Ca2+ release in pancreatic β-cells in vitro. 8-pCPT-2′-O-Me-cAMP is a Rap1 activator. 8-pCPT-2′-O-Me-cAMP enhances the retinal pigment epithelium barrier against the pathological choroidal endothelial cell invasion that occurs in macular degeneration[1][2][3].
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8-pCPT-2′-O-Me-cAMP | 8-pCPT-2′-O-Me-cAMP (8-CPT-2'-O-Me-cAMP), an analog of cAMP, is an activator of exchange proteins activated by cAMP (Epac). 8-pCPT-2′-O-Me-cAMP activates Epac1 (EC50 = 2.2 μM), but not PKA (EC50 >10 μM). 8-pCPT-2′-O-Me-cAMP stimulates Epac-mediated Ca2+ release in pancreatic β-cells in vitro. 8-pCPT-2′-O-Me-cAMP is a Rap1 activator. 8-pCPT-2′-O-Me-cAMP enhances the retinal pigment epithelium barrier against the pathological choroidal endothelial cell invasion that occurs in macular degeneration. | |||||||||||||||||||||
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References
- [1]. Wittchen ES, et al. Rap1 GTPase activation and barrier enhancement in rpe inhibits choroidal neovascularization in vivo. PLoS One. 2013 Sep 10;8(9):e73070. [Content Brief]
- [2]. Enserink JM, Christensen AE, de Rooij J, van Triest M, Schwede F, Genieser HG, Døskeland SO, Blank JL, Bos JL. A novel Epac-specific cAMP analogue demonstrates independent regulation of Rap1 and ERK. Nat Cell Biol. 2002 Nov;4(11):901-6. [Content Brief]
- [3]. Kang G, Joseph JW, Chepurny OG, Monaco M, Wheeler MB, Bos JL, Schwede F, Genieser HG, Holz GG. Epac-selective cAMP analog 8-pCPT-2'-O-Me-cAMP as a stimulus for Ca2+-induced Ca2+ release and exocytosis in pancreatic beta-cells. J Biol Chem. 2003 Mar 7;278. [Content Brief]
