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Alternative structural projections:

8-AEA-cAMP

8- (2- Aminoethyl)aminoadenosine- 3', 5'-cyclic monophosphate ( 8-AEA-cAMP )
Functionalized cAMP for immobilization and conjugation with dyes, etc.
Cat. No.: A 016
    
CAS No.: [61363-29-9]
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Product Name Price (net) Qty
Cat. No.: A 016-05
Unit: 5 µmol / ~1.9 mg
$72.00
Ligand for affinity chromatography of cAMP and cGMP binding proteins and suitable for modification with fluorophores and other markers. Detailed technical information and references available. This ligand is also available with a longer spacer (8-AHA-cAMP; Cat. No. A 011) and as PDE-resistant form (Sp-8-AEA-cAMPS; Cat. No. A 094). Reference: Ramseyer et al., Biochim. Biophys. Acta, 446, 358 - 370 (1976).
Cat. No. A 016
CAS number [61363-29-9]
Purity > 98% HPLC
Salt form Free acid
Storage temperature -20°C / -4°F
Molecular formula C₁₂H₁₈N₇O₆P
Molecular weight [g/mol] 387,3
Modifications 8-cAMP
Target PKA (cAK) Activator
Lipophilicity 0.57
Absorption max [nm] 273
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 17000
  • 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. Hanke S. E., Bertinetti D., Badel A., Schweinsberg S., Genieser H.-G.Herberg F. W., N. Biotechnol., 28, 294 - 301 (2011), "Cyclic Nucleotides as Affinity Tools: Phosphorothioate cAMP Analogues Adress Specific PKA Subproteomes"
  • 3. Bertinetti D., Schweinsberg S., Hanke S. E., Schwede F., Bertinetti O., Drewianka S., Genieser H.-G.Herberg F. W., BMC Chem Biol, 9, 0 - 0 (2009), "Chemical tools selectively target components of the PKA system"
  • 4. 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"
  • 5. Dao K. K., Teigen K., Kopperud R. K., Hodneland E., Schwede F., Christensen A. E., Martinez A.Doeskeland S. O., J. Biol. Chem., 281, 21500 - 21511 (2006), "Epac1 and cAMP-dependent Protein Kinase Holoenzyme Have Similar cAMP Affinity, but Their cAMP Domains Have Distinct Structural Features and Cyclic Nucleotide Recognition"
  • 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. 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"
  • 8. Schwede F., Christensen A., Liauw S., Hippe T., Kopperud R. K., Jastorff B.Doeskeland S. O., Biochemistry, 39, 8803 - 8812 (2000), "8-Substituted cAMP Analogues Reveal Marked Differences in Adaptability, Hydrogen Bonding, and Charge Accomodation between Homologous Binding Sites (AI/AII and BI/BII) in cAMP Kinase I and II"
  • 9. Diller T. C., Xuong N.-H.Taylor S. S., Protein Express. Purif., 20, 357 - 364 (2000), "Type II(Beta) Regulatory Subunit of cAMP-dependent Protein Kinase: Purification Strategies to Optimize Crystallization"
  • 10. 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"
  • 11. 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"
  • 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. Setzer W. N.Bentrude W. G., J. Org. Chem., 56, 7212 - 7218 (1991), "Solid-State Conformations of Nucleosid Cyclic 3',5'-Monophosphate Derivatives. Effects of Substituents on Phosphorus on Ring Geometries and n/sigma* Orbital Interactions"
  • 14. 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"
  • 15. Varughese K. I., Lu C. T.Kartha G., J. Am. Chem. Soc., 104, 3398 - 3401 (1982), "The Crystal and Molecular Structure of Cyclic Adenosine 3', 5'- Monophosphate Sodium Salt, Monoclinic Form"
  • 16. Michal G., Mühlegger K., Nelboeck M., Thiessen C.Weimann G., Pharmacol. Res. Commun., 6, 203 - 252 (1974), "Cyclophosphates VI. Cyclophosphates as Substrates and Effectors of Phosphodiesterase"