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

• Catalog No.: A166
• CAS Number: 93602-66-5(anhydrous)
• M. F.: C16H27N6O5PS
• M. W.: 446.461541
• Purity: ≥98% (HPLC)

SYNONYMS

• IUPAC name: (2S,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-7-hydroxy-2-sulfanyl-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one; triethylamine
• IUPAC Traditional name: (2S,4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-7-hydroxy-2-sulfanyl-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-one; triethylamine
• Synonyms: Sp-cAMPS triethylammonium salt; Sp-Cyclic 3′,5′-hydrogen phosphorothioate adenosine hydrate

DATABASE IDS

• CAS Number: 93602-66-5(anhydrous)
• MDL Number: MFCD01459901
• PubChem SID: 24890576

PROPERTIES

• Purity: ≥98% (HPLC)
• Apperance: white solid
• Optical Rotation: [α]22/D -25.43°, c = 0.99 in H2O(lit.)
• Solubility: H2O: soluble
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

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.