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Alternative structural projections:

2-Cl-cAMP

2- Chloroadenosine- 3', 5'- cyclic monophosphate, sodium salt ( 2-Cl-cAMP )
Site-selective PKA agonist
Cat. No.: C 020
    
CAS No.: [39023-65-9]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: C 020-05
Unit: 5 µmol / ~1.9 mg
$192.00
For other salt forms please inquire. Site-selective cyclic AMP analogue with high selectivity for the B sites of both protein kinase A type I and II. Detailed technical information and updated reference list available on request. Reference: Hoffmann et al., Cell. Pharmacol., 3, 417 - 427 (1996); Jäger et al., J. Biol. Chem., 287, 1210 - 1219 (2012).
Cat. No. C 020
CAS number [39023-65-9]
Purity > 99% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₀H₁₀ClN₅O₆P · Na
Molecular weight [g/mol] 385.6
Modifications 2-cAMP
Lipophilicity 1.44
Absorption max [nm] 262
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 14300
  • 1. Jäger R., Russwurm C., Schwede F., Genieser H.-G., Koesling D.Russwurm M., J. Biol. Chem., 287, 1210 - 1219 (2012), "Activation of PDE10 and PDE11 Phosphodiesterases"
  • 2. Matthiesen K.Nielsen J., Biochem. J., 423, 401 - 409 (2009), "Binding of Cyclic Nucleotides to Phosphodiesterase 10A and 11A GAF Domains Does Not Stimulate Catalytic Activity"
  • 3. Schweinsberg S., Moll D., Burghardt N. C., Hahnefeld C., Schwede F., Zimmermann B., Drewianka S., Werner L., Kleinjung F., Genieser H.-G., Schuchhardt J.Herberg F. W., Proteomics, 8, 1212 - 1220 (2008), "Systematic interpretation of cyclic nucleotide binding studies using KinetXBase"
  • 4. Hofbauer K., Schultz A.Schultz J. E., J. Biol. Chem., 283, 25164 - 25170 (2008), "Functional Chimeras of the Phosphodiesterase 5 and 10 Tandem GAF Domains"
  • 5. Scott S.-P., Shea P. W.Dryer S. E., Biochem., 46, 9417 - 9431 (2007), "Mapping Ligand Interactions with the Hyperpolarization Activated Cyclic Nucleotide Modulated (HCN) Ion Channel Binding Domain Using a Soluble Construct"
  • 6. Moll D., Prinz A., Gesellchen F., Drewianka S., Zimmermann B.Herberg F. W., J. Neural. Transm., 113, 1015 - 1032 (2006), "Biomolecular Interaction Analysis in Functional Proteomics"
  • 7. Rehmann H., Schwede F., Doeskeland S. O., Wittinghofer A.Bos J. L., J. Biol. Chem., 278, 38548 - 38556 (2003), "Ligand-mediated Activation of the cAMP-responsive Guanine Nucleotide Exchange Factor Epac"
  • 8. Hahnefeld C.Herberg F. W., Abstract of the 13th Protein Kinase Symposium p. 14, 0, 12 - 15 (2002), "cAMP-dependent Protein Kinase: cAMP Analog Screening Using Surface Plasmon Resonance and Fluorescent Methods"
  • 9. Krass J. D., Jastorff B.Genieser H.-G., Anal. Chem., 69, 2575 - 2581 (1997), "Determination of Lipophilicity by Gradient Elution High-Performance Liquid Chromatography"
  • 10. Hoffmann C., Raffel S., Ruchaud S., Gendron M.-C., Kruppa J., Zorn M., Doeskeland S. O., Lanotte M.Jastorff B., Cell. Pharm., 3, 417 - 427 (1996), "Chloro-substituted cAMP Analogues and Their Adenosine Metabolites Induce Apoptosis of the Human Promyeloctic Leukaemia Cell Line NB4: Molecular Basis for Cell Type Selectivity"
  • 11. Zorn M., Fladmark K. E., Oegreid D., Jastorff B., Doeskeland S. O.Dostmann W. R. G., FEBS Lett., 362, 291 - 294 (1995), "Ala 335 is Essential for High-affinity cAMP-binding of Both Sites A and B of cAMP-dependent Protein Kinase Type I"
  • 12. Bologa C., Muresan S., Liauw S., Iwitzki F.Chiriac A., Anal. Univ. Timisoara, 2, 27 - 36 (1993), "Quantitative Structure-Activity Study by the MTD-Method for cAMP-Derivatives with Large Substituents in Positions 2 and 8"
  • 13. Oegreid D., Ekanger R., Suva R. H., Miller J. P.Doeskeland S. O., Eur. J. Biochem., 181, 19 - 31 (1989), "Comparison of the Two Classes of Binding Sites ( A and B ) of Type I and Type II Cyclic AMP-dependent Protein Kinases Using Cyclic Nucleotide Analogs"
  • 14. Oegreid D., Doeskeland S. O.Miller J. P., J. Biol. Chem., 258, 1041 - 1049 (1983), "Evidence That Cyclic Nucleotides Activating Rabbit Muscle Protein Kinase I Interact with Both Types of cAMP Binding Sites Associated with the Enzyme"
  • 15. Miller J. P., Adv. Cyclic Nucl. Res., 14, 335 - 344 (1981), "Cyclic AMP Derivatives as Tools for Mapping Cyclic AMP Binding Sites of Cyclic AMP-dependent Protein Kinases I and II"
  • 16. Jastorff B., Hoppe J., Mato J. M.Konijn T. M., in Molecular Mechanisms of Biological Recognition Ed.) Elsevier North-Holland Biomedical Press, 0, 107 - 117 (1979), "Ligand Analogs - A Tool for the Elucidation of Protein-Ligand Interactions. Model System: cAMP"
  • 17. Dills W. L., Beavo J. A., Bechtel P. J., Myers K. R., Sakai L. J.Krebs E. G., Biochemistry, 15, 3724 - 3731 (1976), "Binding of Adenosine 3', 5'- Monophosphate Dependent Protein Kinase Regulatory Subunit to Immobilized Cyclic Nucleotide Derivatives"
  • 18. Meyer R. B., Uno H., Shuman D. A., Robins R. K., Simon L. N.Miller J. P., J. Cyclic Nucl. Res., 1, 159 - 167 (1975), "The Synthesis of 2,6-Disubstituted-9-beta-D-Ribofuranosylpurine Cyclic 3',5'-Phosphates and the Selectivity of cAMP and cGMP-specific Enzymes to Substituents in These Positions"
  • 19. Jastorff B.Freist W., Bioorg. Chem., 3, 103 - 113 (1974), "Synthesis and Biological Activities of cyclic AMP Analogs Modified in the 1, 2 and 2'- Positions"
  • 20. Maguire M. H., Penglis-Caredes F.Gough G. R., Experientia, 30, 922 - 924 (1974), "Effects of the 3', 5'- Cyclic Phosphates of 2- Methylthioadenosine, 2- Chloroadenosine and Adenosine on Platelet Aggregation"
  • 21. Maguire M. H., Penglis-Caredes F.Gough G. R., Experientia, 30, 922 - 924 (1974), "Effects of the 3', 5'- Cyclic Phosphates of 2- Methylthioadenosine, 2- Chloroadenosine and Adenosine on Platelet Aggregation"

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