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Biochem/physiol Actions
A potent, membrane-permeable activator of cAMP-dependent protein kinase I and II.
Sp-Diastereomer of adenosine 3′,5′-cyclic monophosphorothioate is a potent, membrane-permeable activator of cAMP dependent protein kinase I and II that mimics the effects of cAMP as a second messenger in numerous systems while being resistant to cyclic nucleotide phosphodiesterases; exhibits greater specificity and affinity than forskolin and cAMP analogs such as dibutyryl-cAMP.
| Quality Level | 100 |
| assay | ≥98% (HPLC) |
| form | solid |
| optical activity | [α]22/D −25.43°, c = 0.99 in H2O(lit.) |
| color | white |
| solubility | H2O: soluble |
| web metadata keyword.default | Sp-3′,5′-cAMPS; A166; cAMPS-Sp; Sp-cAMPS; Adenosine 3′,5′-Cyclic-monophosphothioate, Sp-Isomer; phosphothioate; cAMP analogue; axial exocyclic; diastereomer; stereoselective agonist; stereoselective antagonist; camp dependent kinase; camp dependent protein kinase; forskolin; DBcAMP; dibutyryl |
| storage temp. | −20°C |
| SMILES string | CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)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-BIQAKYJPSA-N |
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¥ 1563.36
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¥ 46052.83
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