8-pCPT-2μ-O-Me-cAMP

Product Name: 8-pCPT-2μ-O-Me-cAMP
CAS No.: 634207-53-7
Chemical Name: 8-pCPT-2μ-O-Me-cAMP
Synonyms: -O-Me-cAMP;8-pCPT-2’8-pCPT-2μ-O-Me-cAMP;8-pCPT-2'-O-Me-Cyclic AMP (sodium salt);8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate;8-(4-Chlorophenylthio)-2μ-O-methyladenosine 3μ,5μ-cyclic monophosphate hydrate monosodium
CBNumber: CB02101804
Molecular Formula: C17H16ClN5NaO6PS
Formula Weight: 507.82
MOL File: 634207-53-7.mol

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8-pCPT-2μ-O-Me-cAMP Property

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

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Safety

Safety Statements: 22-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C8988
Product name: 8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate
Purity: ≥98% (HPLC)
Packaging: 1mg
Price: $303
Updated: 2024/03/01

Sigma-Aldrich

Product number: C8988
Product name: 8-(4-Chlorophenylthio)-2′-O-methyladenosine 3′,5′-cyclic monophosphate monosodium hydrate
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $1190
Updated: 2024/03/01

Cayman Chemical

Product number: 17143
Product name: 8-pCPT-2'-O-Me-Cyclic AMP (sodium salt)
Purity: ≥98%
Packaging: 500μg
Price: $113
Updated: 2024/03/01

Cayman Chemical

Product number: 17143
Product name: 8-pCPT-2'-O-Me-Cyclic AMP (sodium salt)
Purity: ≥98%
Packaging: 1mg
Price: $214
Updated: 2024/03/01

Cayman Chemical

Product number: 17143
Product name: 8-pCPT-2'-O-Me-Cyclic AMP (sodium salt)
Purity: ≥98%
Packaging: 5mg
Price: $898
Updated: 2024/03/01

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8-pCPT-2μ-O-Me-cAMP Chemical Properties,Usage,Production

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

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]

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

Raw materials

Preparation Products

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8-pCPT-2μ-O-Me-cAMP Suppliers

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634207-53-7, 8-pCPT-2μ-O-Me-cAMPRelated Search:

2'-O-Methyladenosine

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&rsquo

-O-Me-cAMP

634207-53-7

C17H16N5O6ClPSNa