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Alternative structural projections:

Sp-2'-O-MB-cAMPS

2'- O- Monobutyryladenosine- 3', 5'- cyclic monophosphorothioate, Sp- isomer ( Sp-2'-O-MB-cAMPS ), sodium salt
Metabolically activatable form of the PDE-resistant PKA agonist Sp-cAMPS
Cat. No.: M 005
    
CAS No.: [152218-23-0]
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Product Name Price (net) Qty
Cat. No.: M 005-05
Unit: 5 µmol / ~2.2 mg
$256.00
For other salt forms please inquire. Sp-2'-O-MB-cAMPS is a lipophilic precursor of Sp-cAMPS (Cat. No. A 003), a PDE-resistant activator of protein kinase A. During metabolic activation by esterases Sp-cAMPS and butyrate are released. Caution: Butyrate was shown to have distinct biological effects! Significantly more lipophilic and membrane-permeant compared to Sp-cAMPS. Detailed technical information available. Reference: Hügl et al., J. Biol. Chem., 273, 17771 - 17779 (1998); Ouyang et al., Proc. Natl. Acad. Sci. USA, 105, 11993 - 11997 (2008).
Cat. No. M 005
CAS number [152218-23-0]
Purity > 97% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₄H₁₇N₅O₆PS · Na
Molecular weight [g/mol] 437.4
Modifications 2'-cAMP
Lipophilicity 2.10
Absorption max [nm] 259
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 15200
  • 1. Ouyang M., Zhang L., Zhu J. J., Schwede F.Thomas S. A., PNAS, 105, 11993 - 11997 (2008), "Epac Signaling is Required for Hippocampus-dependent Memory Retrieval"
  • 2. Cousin S. P., Hügl S. R., Myers M. G., White M. F., Reifel-Miller A.Rhodes C. J., Biochem. J., 344, 649 - 658 (1999), "Stimulation of Pancreatic Beta-Cell Proliferation by Growth Hormone is Glucose-dependent: Signal Transduction via Janus Kinase 2 (JAK2)/Signal Transducer and Activator of Transcription 5 (STAT5) with no Crosstalk to Insulin Receptor Substrate-mediated Mit"
  • 3. Hügl S. R., White M. F.Rhodes C. J., J. Biol. Chem., 273, 17771 - 17779 (1998), "Insulin-like Growth Factor I (IGF-I)-stimulated Pancreatic Beta-Cell Growth is Glucose-dependent - Synergistic Activation of Insulin Receptor Substrate-mediated Signal Transduction - Pathways by Glucose and IGF-I in INS-1 Cells"