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cAMP-AM

Adenosine- 3', 5'- monophosphate, acetoxymethyl ester ( cAMP-AM )
Metabolically activatable prodrug of the second messenger cyclic AMP
Cat. No.: A 022
    
CAS No.: [159764-93-9]
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Product Name Price (net) Qty
Cat. No.: A 022-01
Unit: 1 µmol / ~0.4 mg
$121.00
Highly membrane-permeant precursor of the second messenger cyclic AMP. After permeation and metabolic activation by esterases the polar cAMP is released which is trapped inside the cell and subsequently metabolized quickly, resulting in a pulse-type signal. Detailed technical information and updated reference list available. Reference: Schultz et al., J. Biol. Chem., 268, 6316 - 6322 (1993).
Biolog also offers Phosphate tris(acetoxymethyl)ester (PO4-AM3, Cat. No. P 030) which is recommended as control reagent in nucleotide-AM ester applications.
Cat. No. A 022
CAS number [159764-93-9]
Purity > 97% HPLC for mixture of isomers
Storage temperature -20°C / -4°F
Molecular formula C₁₃H₁₆O₈N₅P
Molecular weight [g/mol] 401,3
Absorption max [nm] 259
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 15000
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  • 6. Wennemuth G., Carlson A. E., Harper A. J.Babcock D. F., Development, 130, 1317 - 1326 (2003), "Bicarbonate Actions on Flagellar and Ca2+-Channel Responses: Initial Events in Sperm Activation"
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  • 8. Schultz C., Bioorg. Med. Chem., 11, 885 - 898 (2003), "Prodrugs of Biologically Active Phosphate Esters"
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  • 10. Schultz C., Vajanaphanich M., Genieser H.-G., Jastorff B., Barrett K. E.Tsien R. Y., Mol. Pharmacol., 46, 702 - 708 (1994), "Membrane-permeant Derivatives of Cyclic AMP Optimized for High Potency, Prolonged Activity, or Rapid Reversibility"
  • 11. Schultz C., Vajanaphanich M., Harootunian A. T., Sammak P. J., Barrett K. E.Tsien R. Y., J. Biol. Chem., 268, 6316 - 6322 (1993), "Acetoxymethyl Esters of Phosphates: Enhancement of the Permeability and Potency of cAMP"