A165

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt

powder, ≥98% (HPLC)

• Synonym(s): Rp-Cyclic 3′,5′-hydrogen phosphorothioate adenosine triethylammonium salt, Rp-cAMPS triethylammonium salt
• Empirical Formula (Hill Notation): C₁₀H₁₁N₅O₅PS · C₆H₁₆N
• CAS Number: 151837-09-1
• Molecular Weight: 446.46
• MDL number: MFCD03703495
• UNSPSC Code: 41106305
• PubChem Substance ID: 24890575
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 10 mg/mL
• λmax: 258 nm
• storage temp.: −20°C
• SMILES string: CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=S)O[C@H]4[C@H]3O
• InChI: 1S/C10H12N5O5PS.C6H15N/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7;1-4-7(5-2)6-3/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13);4-6H2,1-3H3/t4-,6-,7-,10-,21?;/m1./s1
• InChI key: OXIPZMKSNMRTIV-NVGWRVNNSA-N

Description

Application

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt has been used as an antagonist of cAMP to block the cAMP-PKA signal pathway.

Biochem/physiol Actions

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt is capable of inhibiting protein kinase A (PKA).

Rp-Diastereomer of adenosine-3′,5′-cyclic monophosphothioate. Specific membrane-permeable inhibitor of activation by cAMP of cAMP-dependent protein kinase I and II; resistant toward cyclic nucleotide phosphodiesterases; blocks cAMP-mediated effects in numerous systems.

Features and Benefits

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Caution

Extremely hygroscopic. Store desiccated.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves