8-pCPT-2'-O-Me-cAMP-AM

For research use only. Not for therapeutic Use.

  • CAT Number: I011039
  • CAS Number: 1152197-23-3
  • Molecular Formula: C20H21ClN5O8PS
  • Molecular Weight: 557.90
  • Purity: ≥95%
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8-pCPT-2′-O-Me-cAMP-AM is a cyclic AMP analogue, selectively activates Epac-Rap signaling pathway. 8-pCPT-2′-O-Me-cAMP-AM protects renal function by activating Epac from ischemia injury. 8-pCPT-2′-O-Me-cAMP-AM also stimulates insulin secretion by interaction with PKA pathway[1][2].
8-pCPT-2′-O-Me-cAMP-AM (2.5 μM; 30 min) activates Epac and prevents adherens junction disassembly during hypoxia (60 min)[1].
8-pCPT-2′-O-Me-cAMP-AM can cross the plasma membrane and is able to alter diverse cellular functions that include Rap1 GTPase activity, PKB, and ERK1/2 protein kinase activity, phospholipase C activity, Ca2+ signaling, ion channel activity, exocytosis, cell adhesion, and gene expression[2].
8-pCPT-2′-O-Me-cAMP-AM stimulates insulin secretion with dose-dependent and glucose metabolism-dependent (0.1 or 1.11 mM) actions[2].
8-pCPT-2′-O-Me-cAMP-AM (20 μM) activates the cAMP reporter Epac1-camps, while 8-pCPT-2′-O-Me-cAMP doesn’t in INS-1 cells[2].
8-pCPT-2′-O-Me-cAMP-AM (0.3-3.0 μM; 0-300 sec) activates Epac1-camps in a dose- and time-dependent manner in high throughput assay[2].
8-pCPT-2′-O-Me-cAMP-AM (intrarenal injection; ) activates renal Rap1 and likely is caused by activation of Epac in the tubular epithelium[1].
8-pCPT-2′-O-Me-cAMP-AM preserves renal function by Epac activation and reduces tubular epithelial-cell stress during ischemia[1].


Catalog Number I011039
CAS Number 1152197-23-3
Synonyms

[(4aR,6R,7R,7aR)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-7-methoxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxymethyl acetate

Molecular Formula C20H21ClN5O8PS
Purity ≥95%
InChI InChI=1S/C20H21ClN5O8PS/c1-10(27)30-9-32-35(28)31-7-13-15(34-35)16(29-2)19(33-13)26-18-14(17(22)23-8-24-18)25-20(26)36-12-5-3-11(21)4-6-12/h3-6,8,13,15-16,19H,7,9H2,1-2H3,(H2,22,23,24)/t13-,15-,16-,19-,35?/m1/s1
InChIKey FZMWUFYPEVDWPA-SILPBKOMSA-N
SMILES CC(=O)OCOP1(=O)OCC2C(O1)C(C(O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)OC
Reference

[1]. Stokman G, et al. Epac-Rap signaling reduces cellular stress and ischemia-induced kidney failure. J Am Soc Nephrol. 2011 May;22(5):859-72.
 [Content Brief]

[2]. Chepurny OG, et al. Enhanced Rap1 activation and insulin secretagogue properties of an acetoxymethyl ester of an Epac-selective cyclic AMP analog in rat INS-1 cells: studies with 8-pCPT-2′-O-Me-cAMP-AM. J Biol Chem. 2009 Apr 17;284(16):10728-36.
 [Content Brief]

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