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Alternative structural projections:

Rp-2'-O-MB-cAMPS

2'- O- Monobutyryladenosine- 3', 5'- cyclic monophosphorothioate, Rp- isomer ( Rp-2'-O-MB-cAMPS ), sodium salt
Metabolically activatable Form of the PKA inhibitor Rp-cAMPS
Cat. No.: M 004
    
CAS No.: [152218-23-0]
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Product Name Price (net) Qty
Cat. No.: M 004-05
Unit: 5 µmol / ~2.2 mg
$369.00
Lipophilic precursor of Rp-cAMPS (Cat. No. A 002), a competitive inhibitor of protein kinase A. During metabolic activation by esterases the inhibitor and butyrate are released. Caution: Butyrate was shown to have distinct biological effects! Significantly more lipophilic and membrane-permeant compared to Rp-cAMPS. Resistant against mammalian phosphodiesterases. Detailed technical information and updated reference available for Rp-cAMPS on request. Reference: Vischer et al., Blood, 91, 118 - 127 (1998); Ouyang et al., Proc. Natl. Acad. Sci. USA, 105, 11993 - 11997 (2008).
Cat. No. M 004
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
cAMP modified at the exocyclic oxygen equatorial (Rp-)
Modifications 2'-cAMP
Lipophilicity 2.15
Absorption max [nm] 258
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 15200
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  • 2. Orie N. N., Fry C. H.Clapp L. H., Cardiovasc. Res., 69, 107 - 115 (2005), "Evidence That Inward Rectifier K+ Channels Mediate Relaxation by the PGI2 Receptor Agonist Cicaprost via a Cyclic AMP-independent Mechanism"
  • 3. 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"
  • 4. Vischer U. M.Wollheim C. B., Blood, 91, 118 - 127 (1998), "Purine Nucleotides Induce Regulated Secretion of von Willebrand Factor - Involvement of Cytosolic Ca 2+ and Cyclic Adenosine Monophosphate-dependent Signaling in Endothelial Exocytosis"
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  • 6. 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"