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Alternative structural projections:

DB-cCMP

N⁴, 2'- O- Dibutyrylcytidine- 3', 5'- cyclic monophosphate ( DB-cCMP ), sodium salt
Highly membrane permeant, metabolically activatable prodrug form of cyclic CMP
Cat. No.: D 075
    
CAS No.: [64649-87-2]
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Product Name Price (net) Qty
Cat. No.: D 075-10
Unit: 10 µmol / ~4.7 mg
$223.00

Membrane-permeant, metabolically activatable prodrug form of the potential further second messenger cyclic CMP (cCMP, Cat. No. C 001). Detailed technical information available. Reference: Yanagida et al., Neurosci. Lett., 114, 323 - 328 (1990); Desch et al., FEBS Lett., 584, 3979 - 3984 (2010).

Cat. No. D 075
CAS number [64649-87-2]
Purity > 97 % HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₇H₂₃N₃O₉P · Na
Molecular weight [g/mol] 467,3
Lipophilicity 2.53
Absorption max [nm] 248
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 17100
  • 1. Wolter S., Kloth C., Golombek M., Dittmar F., Försterling L.Seifert R., Biochem. Pharmacol., 98, 119 - 131 (2015), "cCMP Causes Caspase-dependent Apotosis in Mouse Lymphoma Cell Lines"
  • 2. Wolter S., Dove S., Golombek M., Schwede F.Seifert R., Naunyn-Schmiedeberg's Arch. Pharmacol., 387, 1163 - 1175 (2014), "N4-monobutyryl-cCMP Activates PKA RIalpha and PKA RIIalpha more Potently and with Higher Efficacy than PKG Ialpha in Vitro but not in Vivo"
  • 3. Desch M., Schinner E., Kees F., Hofmann F., Seifert R.Schlossmann J., FEBS Lett., 584, 3979 - 3984 (2010), "Cyclic Cytidine 3',5'-Monophosphate (cCMP) Signals via cGMP Kinase I"
  • 4. Abadi R. H. H. B., Anal. Biochem., 312, 91 - 100 (2003), "Nucleotide Profile of Mouse Liver: Response to 2'-O-Dibutyryl Cytidine 3',5'-Cyclic Monophosphate"
  • 5. Ervens J.Seifert R., Biochem. Biophys. Res. Commun., 174, 258 - 267 (1991), "Differential Modulation by N4,2'-O-Dibutyryl Cytidine 3':5'-cyclic Monophosphate of Neutrophil Activation"
  • 6. Yanagida M., Gohda E.Yamamoto I., Neurosci. Lett., 114, 323 - 328 (1990), "Dibutyrylcytidine 3´,5´-cyclic Monophosphate Stimulates Neurite Outgrowth in Rat Pheochromocytoma PC12"
  • 7. Newton R. P., Walton T. J., Basaif S. A., Jenkins A. M., Brenton A. G., Ghosh D.Harris F. M., Org. Mass Spectrom., 24, 679 - 688 (1989), "Identification of Butyryl Derivatives of Cyclic Nucleotides by Positive Ion Fast Atom Bombardment Mass Spectrometry and Mass-analysed Ion Kinetic Energy Spectrometry"