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Sp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt hydrate

SIGMA/A166 - ≥98% (HPLC), solid

Synonym: Sp-Cyclic 3′,5′-hydrogen phosphorothioate adenosine hydrate; Sp-cAMPS triethylammonium salt

CAS Number: 93602-66-5 (anhydrous)
Empirical Formula (Hill Notation): C10H11N5O5PS · C6H16N · xH2O
Molecular Weight: 446.46 (anhydrous basis)
MDL Number: MFCD01459901
Linear Formula: C10H11N5O5PS · C6H16N · xH2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A166-1MG 1 mg
$214.00
1/EA
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45-A166-5MG 5 mg
$850.00
1/EA
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45-A166-10MG 10 mg
$1290.00
1/EA
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assay ≥98% (HPLC)
color white
form solid
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
optical activity [α]22/D −25.43°, c = 0.99 in H2O(lit.)
Quality Level 100 
SMILES string CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O
solubility H2O: soluble
storage temp. −20°C
Biochem/physiol Actions: 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.
Packaging: 1, 5, 10 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 41106305

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