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Merck, A166-10MG, Sp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt hydrate

Size:10 mg, Sp-Cyclic 3′, 5′-hydrogen phosphorothioate adenosine hydrate, Sp-cAMPS triethylammonium salt, ≥98% (HPLC), solid
Available Catalog Numbers
A166-10MGA166-1MGA166-5MG
Catalog Number: A166-10MG
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Category
General Purpose Incubators
Pack Size10 mg
CollectionsMerck Cell Culture Supplements & Reagents: Complete Solutions for Research & BioproductionMerck Roche Life Science Products for PCR, RT‑PCR & Nucleic Acid Purification
Manufacturer's Pagewww.sigmaaldrich.com/US/en/product/SIGMA/A166
Description
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.
Specifications

General

MDL numberMFCD01459901
NACRESNA.77
PubChem Substance ID24890576
UNSPSC Code41106305
InChI1S/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
SMILES stringCCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O
InChI keyOXIPZMKSNMRTIV-BIQAKYJPSA-N
assay≥98% (HPLC)
formsolid
optical activity[α]22/D −25.43°, c = 0.99 in H2O(lit.)
colorwhite
solubilityH2O: soluble
web metadata keyword.defaultSp-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
Quality Level100
Merck A166-10MG Sp-Adenosine 3′ 5′-cyclic monophosphorothioate | IRIGHT