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| | 8-pCPT-2μ-O-Me-cAMP Basic information |
| Product Name: | 8-pCPT-2μ-O-Me-cAMP | | Synonyms: | 8-pCPT-2'-O-Me-Cyclic AMP (sodium salt);8-(4-Chlorophenylthio)-2μ-O-methyladenosine 3μ,5μ-cyclic monophosphate hydrate monosodium;8-pCPT-2μ-O-Me-cAMP;8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate;8-pCPT-2’-O-Me-cAMP;8-CPT-2Me-Camp;8-pCPT-2′,-O-Me-cAMP | | CAS: | 634207-53-7 | | MF: | C17H16ClN5NaO6PS | | MW: | 507.82 | | EINECS: | | | Product Categories: | | | Mol File: | 634207-53-7.mol |  |
| | 8-pCPT-2μ-O-Me-cAMP Chemical Properties |
| Melting point | 235.5-237.5 °C(lit.) | | storage temp. | −20°C | | solubility | H2O: >10mg/mL | | form | solid | | color | white | | Water Solubility | Soluble to 100 mM in water | | InChIKey | NVPSOXGMFVFZIS-IPBMGFFTSA-M | | SMILES | O.[Na+].CO[C@@H]1[C@@H]2OP([O-])(=O)OC[C@H]2O[C@H]1n3c(Sc4ccc(Cl)cc4)nc5c(N)ncnc35 |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | 8-pCPT-2μ-O-Me-cAMP Usage And Synthesis |
| Uses | Exchange proteins activated by cAMP (Epacs) are guanine nucleotide exchange factors (GEFs) for the small GTPases Rap1 and Rap2. 8-pCPT-2'-O-Me-cAMP is a super-activator of Epacs in that it dissociates GDP from Rap1 more strongly than the natural Epac agonist, cAMP. 8-pCPT-2'-O-Me-cAMP is strongly selective for Epac over the cAMP-activated kinase PKA. It does not discriminate between Epac1 and Epac2 and is used extensively to elucidate the roles of these Rap GEFs in cell function.[Cayman Chemical] | | Uses | 8-(4-Chlorophenylthio)-2''-O-methyladenosine 3'',5''-cyclic Monophosphate sodium salt is an activator of the Epac cAMP receptor. It can be used in biological study of interaction between TCL1 and Epac1 in activation of Akt kinases in plasma membranes and nuclei of 8-CPT-2-O-Me-cAMP-stimulated macrophages | | Biological Activity | 8-cpt-2me-camp, sodium salt is a selective agonist of epac [1].cyclic amp guanine nucleotide exchange factors (epacs) are intracellular sensors for camp and function as nucleotide exchange factors for the ras gtpase homologues rap1 and rap2 [1].8-cpt-2me-camp, sodium salt is a selective epac agonist. 8-cpt-2me-camp increased rap1 activation by epac1. meantime, light chain 2 (lc2) of the microtubule-associated protein map1a increased this response. in lc2- and epac1-transfected cells, 8-cpt-2me-camp increased cell adhesion to laminin [1]. in jurkat tcells, 8-cpt-2me-camp (100 μm) activated rap1, which was not affected by h-89, a pka inhibitor [2]. in 1-ln prostate cancer cells, 8-cpt-2me-camp increased epac1, p-akts473 and p-aktt308 in a dose-dependent way. 8-cpt-2me-camp increased p-akts473 and akts473 kinase activity by two-three fold. also, 8-cpt-2me-camp activated mtorc1 and mtorc2 [3].in human prostate cancer cells, 8-cpt-2me-camp increased the levels of p-cpla2s505, cox-2 and pge2. however, cox-2, ep4 or mtor inhibitors inhibited this effect and reduced protein and dna synthesis induced by epac1. these results suggested epac1 was a pro-inflammatory modulator and promoted cell proliferation [4]. | | Biochem/physiol Actions | Analog of natural cAMP, potent and specific membrane-permeant activator of exchange factors directly activated by cAMP (Epac or cAMP-GEF), a new receptor for cyclic AMP | | storage | Store at -20°C | | references | [1]. gupta m, yarwood sj. map1a light chain 2 interacts with exchange protein activated by cyclic amp 1 (epac1) to enhance rap1 gtpase activity and cell adhesion. j biol chem, 2005, 280(9): 8109-8116.
[2]. fuld s, borland g, yarwood sj. elevation of cyclic amp in jurkat t-cells provokes distinct transcriptional responses through the protein kinase a (pka) and exchange protein activated by cyclic amp (epac) pathways. exp cell res, 2005, 309(1): 161-173.
[3]. misra uk, pizzo sv. upregulation of mtorc2 activation by the selective agonist of epac, 8-cpt-2me-camp, in prostate cancer cells: assembly of a multiprotein signaling complex. j cell biochem, 2012, 113(5): 1488-1500.
[4]. misra uk, pizzo sv. evidence for a pro-proliferative feedback loop in prostate cancer: the role of epac1 and cox-2-dependent pathways. plos one, 2013, 8(4): e63150. |
| | 8-pCPT-2μ-O-Me-cAMP Preparation Products And Raw materials |
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