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8-pCPT-2-O-Me-cAMP-AM manufacturers
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| | 8-pCPT-2-O-Me-cAMP-AM Basic information |
| Product Name: | 8-pCPT-2-O-Me-cAMP-AM | | Synonyms: | 8-pCPT-2-O-Me-cAMP-AM;Adenosine, 8-[(4-chlorophenyl)thio]-2'-O-methyl-, cyclic 3',5'-[(acetyloxy)methyl phosphate];8-(4-Chlorophenylthio)-2'-O-methyladenosine 3',5'-(acetyloxy)methyl)-cyclic monophosphate;8 pCPT 2 O Me cAMP AM,8pCPT2OMecAMPAM;8-pCPT-2′,-O-Me-cAMP-AM | | CAS: | 1152197-23-3 | | MF: | C20H21ClN5O8PS | | MW: | 557.9 | | EINECS: | | | Product Categories: | | | Mol File: | 1152197-23-3.mol |  |
| | 8-pCPT-2-O-Me-cAMP-AM Chemical Properties |
| Boiling point | 757.2±70.0 °C(Predicted) | | density | 1.80±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | Soluble in DMSO (up to 50 mg/ml). | | pka | 2.88±0.10(Predicted) | | form | solid | | color | Colorless to light yellow | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. | | InChIKey | FZMWUFYPEVDWPA-SILPBKOMSA-N | | SMILES | NC1=NC=NC2=C1N=C(N2[C@H](O[C@H](CO3)[C@H]4OP3(OCOC(C)=O)=O)[C@@H]4OC)SC5=CC=C(C=C5)Cl |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | 8-pCPT-2-O-Me-cAMP-AM Usage And Synthesis |
| Description | 8-pCPT-2-O-Me-cAMP-AM (1152197-23-3) is a potent, cell-permeable Epac (exchange protein directly activated by cAMP) activator.1Induces RAP1 activation and insulin secretion in pancreatic beta cell lines.2-5Induces vascular relaxation in rat mesenteric artery.6The acetoxymethyl ester confers increased cell-permeability and is cleaved by endogenous esterases to yield the active compound, 8-pCPT-2′-O-Me-cAMP. Addition to cell cultures should be done in serum-free media as esterases in serum will cleave the acetoxymethyl ester and reduce cell permeability. | | Uses | 8-pCPT-2-O-Me-cAMP-AM (cas# 1152197-23-3) is a useful research chemical.8-pCPT-2-O-Me-cAMP-AM was used in the study to discover potential insulin secretagogue properties of an acetoxymethyl that activates guanine nucleotide exchange factors. | | in vivo | 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]. | Animal Model: | IR injuried mouse model[1] | | Dosage: | 1.45 mM | | Administration: | Intrarenal injection; mice were sacrificed at 24, 48, or 72 hours after ischemia | | Result: | Protected renal injury during ischemia.
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| | storage | Store at -20°C | | References | [1] MARJOLEIN J. VLIEM. 8-pCPT-2′-O-Me-cAMP-AM: An Improved Epac-Selective cAMP Analogue[J]. ChemBioChem, 2008, 9 13: 2052-2054. DOI:10.1002/cbic.200800216
[2] OLEG G CHEPURNY. 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]. The Journal of Biological Chemistry, 2009, 284 16: 10728-10736. DOI:10.1074/jbc.m900166200
[3] GRANT G KELLEY. Glucose-dependent potentiation of mouse islet insulin secretion by Epac activator 8-pCPT-2’-O-Me-cAMP-AM.[J]. Islets, 2009, 1 3: 260-265. DOI:10.4161/isl.1.3.9645
[4] OLEG G CHEPURNY. PKA-dependent potentiation of glucose-stimulated insulin secretion by Epac activator 8-pCPT-2’-O-Me-cAMP-AM in human islets of Langerhans.[J]. American journal of physiology. Endocrinology and metabolism, 2010, 298 3: E622-33. DOI:10.1152/ajpendo.00630.2009
[5] IGOR DZHURA. Phospholipase C-ε links Epac2 activation to the potentiation of glucose-stimulated insulin secretion from mouse islets of Langerhans.[J]. Islets, 2011, 3 3: 121-128. DOI:10.4161/isl.3.3.15507
[6] OWAIN LLŶR ROBERTS. Exchange protein activated by cAMP (Epac) induces vascular relaxation by activating Ca2+-sensitive K+ channels in rat mesenteric artery[J]. Journal of Physiology-London, 2013, 591 20: 5107-5123. DOI:10.1113/jphysiol.2013.262006 |
| | 8-pCPT-2-O-Me-cAMP-AM Preparation Products And Raw materials |
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