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8-N₃-cAMP

8- Azidoadenosine- 3', 5'-cyclic monophosphate, sodium salt ( 8-N₃-cAMP )
Analogue for photoaffinity labelling
Cat. No.: A 014
    
CAS No.: [31966-52-6]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: A 014-10
Unit: 10 µmol / ~3.9 mg
$65.00
For other salt forms please inquire. Analogue for photoaffinity labelling of cAMP binding proteins. Detailed technical information available. Reference: Haley, Methods Enzymol., 46, 339 - 346 (1977).
Cat. No. A 014
CAS number [31966-52-6]
Purity > 95% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Light-sensitive True
Molecular formula C₁₀H₁₀N₈O₆P · Na
Molecular weight [g/mol] 392,2
Modifications 8-cAMP
Target PKA (cAK) Activator
Lipophilicity 1.37
Absorption max [nm] 281
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 13000
UV pH value 6
  • 1. Schwede F., Bertinetti D., Langerijs C. N., Hadders M. A., Wienk H., Ellenbroek J. H., de Koning E. J. P., Bos J. L., Herberg F. W., Genieser H.-G., Janssen R. A.Rehmann H., PLoS Biol., 13, 1 - 26 (2015), "Structure-Guided Design of Selective Epac1 and Epac2 Agonists"
  • 2. 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"
  • 3. Christensen A. E.Doeskeland S. O., Handbook of Cell Signaling Academic Press/Elsevier Science San Diego CA, 2, 549 - 554 (2003), "Cyclic Nucleotide Analogs as Tools to Investigate Cyclic Nucleotide Signaling"
  • 4. Taimi M., Breitman T. R.Takahashi N., Arch. Biochem. Biophys., 392, 137 - 144 (2001), "Cylic AMP-dependent Protein Kinase Isoenzymes in Human Myeloid Leukemia (HL60) and Breast Tumor (MCF-7) Cells"
  • 5. Banerjee C.Sarkar D., Comp. Biochem. Physiol. PT C, 130, 217 - 226 (2001), "The cAMP-binding Proteins of Leishmania are not the Regulatory Subunits of cAMP-dependent Protein Kinase"
  • 6. Cho-Chung Y. S., Jastorff B.Genieser H.-G., USA patent 5916, 843, 0 - 0 (1998), "Cyclic AMP Analogues, Individually and in Pairs, to Inhibit Neoplastic Cell Growth"
  • 7. Cho-Chung Y. S.Robins R. K., United States Patent 5752 of August 11, 792, 0 - 0 (1998), "8-Chloro cAMP and Related cAMP Compounds as Antineoplastic Agents"
  • 8. Muresan S., Bologa C., Mracec M., Chiriac A., Jastorff B., Simon Z.Naray-Szabo G., J. Mol. Struct., 342, 161 - 171 (1995), "Comparative QSAR Study with Electronic and Steric Parameters for cAMP Derivatives with Large Substituents in Positions 2, 6 and 8"
  • 9. Scott S.-P.Tanaka J. C., Biochemistry, 34, 2338 - 2347 (1995), "Molecular Interactions of 3',5'-Cyclic Purine Analogues with the Binding Site of Retinal Rod Ion Channels"
  • 10. Muresan S., Bologa C., Chiriac A., Jastorff B., Kurunczi L.Simon Z., Quant. Struct.-Act. Relat., 13, 242 - 248 (1994), "Comparative Structure-Affinity Relations by MTD for Binding of Cycloadenosine Monophosphate Derivatives to Protein Kinase Receptors"
  • 11. Müller G.Bandlow W., Arch. Biochem. Biophys., 308, 504 - 514 (1994), "Lipolytic Membrane Release of Two Phosphatidylinositol-Anchored cAMP Receptor Proteins in Yeast Alters Their Ligand-Binding Parameters"
  • 12. Berg J. P., Ree A. H., Sandvik J. A., Tasken K., Landmark B. F., Torjesen P. A.Haug E., J. Biol. Chem., 269, 32233 - 32238 (1994), "1,25-Dihydroxyvitamin D3 Alters the Effect of cAMP in Thyroid Cells by Increasing the Regulatory Subunit Type IIBeta of the cAMP-Dependent Protein Kinase"
  • 13. Rohlff C., Clair T.Cho-Chung J. S., J. Biol. Chem., 268, 5774 - 5782 (1993), "8-Cl-cAMP Induces Truncation and Down-Regulation of the RI(Alpha) Subunit and Up-Regulation of the RII(Beta) Subunit of cAMP-Dependent Protein Kinase Leading to Type II Holoenzyme-Dependent Growth Inhibition and Differentiation of HL-60 Leukemia Cells"
  • 14. 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"
  • 15. Naß N., Colling C., Cramer M., Genieser H.-G., Butt E., Winkler E., Jaenicke L.Jastorff B., Biochem. J., 285, 129 - 136 (1992), "Mapping of the Epitope/Paratope Interactions of a Monoclonal Antibody Directed Against Adenosine- 3', 5'- monophosphate"
  • 16. Johnson R. L., Van Haastert P. J. M., Kimmel A. R., Saxe III C. L., Jastorff B.Devreotes P. N., J. Biol. Chem., 267, 4600 - 4607 (1992), "The Cyclic Nucleotide Specificity of Three cAMP Receptors in Dictyostelium"
  • 17. Connolly B. J., Willits P. B., Warrington B. H.Murray K. J., Biochem. Pharmacol., 44, 2303 - 2306 (1992), "8-(4-Chlorophenyl)thio-cyclic AMP is a Potent Inhibitor of the cyclic GMP-specific Phosphodiesterase (PDEV )"
  • 18. Skalhegg B. S., Landmark B. F., Doeskeland S. O., Hansson V., Lea T.Jahnsen T., J. Biol. Chem., 267, 15707 - 15714 (1992), "Cyclic AMP-dependent Protein Kinase Type I Mediates the Inhibitory Effects of 3', 5'-Cyclic Adenosine Monophosphate on Cell Replication in Human T Lymphocytes"
  • 19. 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"
  • 20. Woodford T. A., Correll L. A., McKnight G. S.Corbin J. D., J. Biol. Chem., 264, 13321 - 13328 (1989), "Expression and Characterization of Mutant Forms of the Type I Regulatory Subunit of cAMP-dependent Protein Kinase"
  • 21. Tagliaferri P., Katsaros D., Clair T., Ally S., Tortora G., Neckers L. M., Rubalcava B., Parandoosh Z., Chang Y.-A., Revankar G. R., Crabtree G. W., Robins R. K.Cho-Chung Y. S., Cancer Res., 48, 1642 - 1650 (1988), "Synergistic Inhibition of Growth of Breast and Colon Human Cancer Cell Lines by Site-selective Cyclic AMP Analogs"
  • 22. Bubis J., Saraswat L. D.Taylor S. S., Biochemistry, 27, 1570 - 1576 (1988), "Tyrosine-371 Contributes to the Positive Cooperativity between the Two cAMP Binding Sites in the Regulatory Subunit of cAMP-dependent Protein Kinase I"
  • 23. Bubis J.Taylor S. S., Biochemistry, 26, 5997 - 6004 (1987), "Limited Proteolysis Alters the Photoaffinity Labeling of Adenosine 3',5'- Monophosphate Dependent Protein Kinase II with 8-Azidoadenosine 3',5'- Monophosphate"
  • 24. Bubis J.Taylor S. S., Biochemistry, 26, 3478 - 3486 (1987), "Correlation of Photolabeling with Occupancy of cAMP Binding Sites in the Regulatory Subunit of cAMP-dependent Protein Kinase I"
  • 25. Braumann T., Erneux C., Petridis G., Stohrer W.-D.Jastorff B., Biochim. Biophys. Acta, 871, 199 - 206 (1986), "Hydrolysis of Cyclic Nucleotides by a Purified cGMP- stimulated Phosphodiesterase: Structural Requirements for Hydrolysis"
  • 26. Brandt C., Jastorff B.Hildebrandt A., Roux's Arch. Dev. Biol., 195, 276 - 280 (1986), "Sporulation Delay by Stable cAMP Analogs in the Slime Mould Physarum Polycephalum"
  • 27. Corbin J. D., Oegreid D., Miller J. P., Suva R. H., Jastorff B.Doeskeland S. O., J. Biol. Chem., 261, 1208 - 1214 (1986), "Studies of cGMP Analog Specificity and Function of the Two Intrasubunit Binding Sites of cGMP-dependent Protein Kinase"
  • 28. Scholübbers H.-G., Van Knippenberg P. H., Baraniak J., Stec W. J., Morr M.Jastorff B., Eur. J. Biochem., 138, 101 - 109 (1984), "Investigations on Stimulation of Lac Transciption in Vivo in Escherichia Coli by cAMP Analogs"
  • 29. Beebe S. J., Holloway R., Rannels S. R.Corbin J. D., J. Biol. Chem., 259, 3539 - 3547 (1984), "Two Classes of cAMP Analogs Which Are Selective for the Two Different cAMP-binding Sites of Type II Protein Kinase Demonstrate Synergism When Added Together to Intact Adipocytes"
  • 30. Robinson-Steiner A. M.Corbin J. D., J. Biol. Chem., 258, 1032 - 1040 (1983), "Probable Involvement of Both Intrachain cAMP Binding Sites in Activation of Protein Kinase"
  • 31. Potter R. L.Haley B. E., Methods Enzymol., 91, 613 - 633 (1983), "Photoaffinity Labeling of Nucleotide Binding Sites with 8-Azidopurine Analogs: Techniques and Applications"
  • 32. de Wit R. J. W., Arents J. C.Van Driel R., FEBS Lett., 145, 150 - 154 (1982), "Ligand Binding Properties of the Cytoplasmic cAMP-Binding Protein of Dictyostelium discoideum"
  • 33. Yagura T. S.Miller J. P., Biochim. Biophys. Acta, 630, 463 - 467 (1980), "Activation of Type I and Type II Cyclic AMP-dependent Protein Kinases by 2,8-disubstituted Derivatives of Cyclic AMP"
  • 34. Rannels S. R.Corbin J. D., J. Biol. Chem., 255, 7085 - 7088 (1980), "Two Different Intrachain cAMP Binding Sites of cAMP-Dependent Protein Kinases"
  • 35. Czarnecki J., Geahlen R.Haley B. E., Methods Enzymol., 56, 642 - 653 (1979), "Synthesis and Use of Azido Photoaffinity Analogs of Adenine and Guanine Nucleotides"
  • 36. Higashio T., Abe Y., Miyazaki M.Yamamoto K., Experientia, 36, 234 - 236 (1979), "Renal Effects of 8-substituted Derivatives of Adenosine 3',5'-cyclic Monophosphate in Dogs"
  • 37. Dreyfuss G., Schwartz K., Blout E. R., Barrio J. R., Liu F.-T.Leonard N. J., Proc. Natl. Acad. Sci., 75, 1199 - 1203 (1978), "Fluorescent Photoaffinity Labeling: Adenosine 3', 5'- cyclic Monophosphate Receptor Sites"
  • 38. Haley B. E., Methods Enzymol., 46, 339 - 346 (1977), "Adenosine 3',5'- Cyclic Monophosphate Binding Sites"
  • 39. Keeler E. K.Campbell P., Biochem. Biophys. Res. Comm., 72, 575 - 580 (1976), "A Fluorescent Photo-Affinity Label for Cyclic AMP Binding Proteins"
  • 40. Meyer R. B.Miller J. P., Life Sci., 14, 1019 - 1040 (1974), "Analogs of Cyclic AMP and Cyclic GMP: General Methods of Synthesis and the Relationship of Structure to Enzymatic Activity"
  • 41. Muneyama K., Bauer R. J., Shuman D. A., Robins R. K.Simon L. N., Biochemistry, 10, 2390 - 2395 (1971), "Chemical Synthesis and Biological Activity of 8-Substituted Adenosine 3',5'- Cyclic Monophosphate Derivatives"
  • 42. Free C. A., Chasin M., Paik V. S.Hess S. M., Biochemistry, 10, 3785 - 3789 (1971), "Steroidogenic and Lipolytic Activities of 8-Substituted Derivatives of Cyclic 3',5'-Adenosine Monophosphate"
  • 43. Ito K., Liu H., Komiyama M., Hayashi T.Xu Y., Molecules, 18, 12909 - 12915 (0), "Direct Light-up of cAMP Derivatives in Living Cells by Click Reactions"

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