0 Items - $0.00
A to Z


8- (6- Aminohexylamino)adenosine- 3', 5'- cyclic monophosphate ( 8-AHA-cAMP )
cyclic AMP functionalized for conjugation with markers and dyes or for immobilization
Cat. No.: A 011
CAS No.: [39824-30-1]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: A 011-10
Unit: 10 µmol / ~4.4 mg
Site selective cAMP analogue with preference for site B of R I of cAMP-dependent protein kinase. In combination with 8-PIP-cAMP (Cat. No. P 002), which selects site A of R I and site B of R II specific synergistic activation of kinase type I can be obtained. Reference: Skalhegg et al., J. Biol. Chem., 267, 15707 - 15714 (1992). Also suitable as a ligand in affinity chromatography (8-AHA-cAMP-Agarose; Cat. No. A 028) or surface plasmon resonance chip technology (Herberg et al., J. Mol. Biol., 298, 329 - 339 (2000); Moll et al., J. Neural. Transm., 113, 1015 - 1032 (2006)) and for modification with fluorophores. Detailed technical information and selected references available.
Cat. No. A 011
CAS number [39824-30-1]
Purity > 98% HPLC
Salt form Free acid
Storage temperature -20°C / -4°F
Molecular formula C₁₆H₂₆N₇O₆P
Molecular weight [g/mol] 443,4
Modifications 8-cAMP
Target PKA (cAK) Activator
Lipophilicity 1.34
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. Huseby S., Gausdal G., Keen T. J., Kjærland E., Krakstad C., Myhren L., Brønstad K., Kunick C., Schwede F., Genieser H.-G., Kleppe R.Doeskeland S. O., Cell Death Dis., e237, 2, 0 - 0 (2011), "Cyclic AMP Induces IPC Leukemia Cell Apoptosis via CRE-and CDK-dependent Bim Transcription"
  • 4. Lolicato M., Nardini M., Gazzarrini S., Möller S., Bertinetti D., Herberg F. W., Bolognes M., Martin H., Fasolini M., Bertrand J. A., Arrigoni C., Thiel G.Moroni A., J. Biol. Chem., 286, 44811 - 44820 (2011), "Tetramerization Dynamics of C-terminal Domain Underlies Isoform-specific cAMP Gating in Hyperpolarization-activated Cyclic Nucleotide-gated Channels"
  • 5. 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"
  • 6. 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"
  • 7. 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"
  • 8. Fricke K., Heitland A.Maronde E., Endocrinology, 145, 4940 - 4947 (2004), "Cooperative Activation of Lipolysis by Protein Kinase A and Protein Kinase C Pathways in 3T3-L1 Adipocytes"
  • 9. Jensen B. O., Selheim F., Doeskeland S. O., Gear A. R. L.Holmsen H., Blood, 104, 2775 - 2782 (2004), "Protein Kinase A Mediates Inhibition of the Thrombin-Induced Platelet Shape Change by Nitric Oxide"
  • 10. Mutafova-Yambolieva V. N., Smyth L.Bobalova J., Cardiovasc. Res., 57, 217 - 224 (2003), "Involvement of Cyclic AMP-mediated Pathway in Neural Release of Noradrenaline in Canine Isolated Mesenteric Artery and Vein"
  • 11. Kopperud R. K., Krakstad C., Selheim F.Doeskeland S. O., FEBS Lett., 546, 121 - 126 (2003), "cAMP Effector Mechanisms. Novel Twists for an 'Old' Signaling System"
  • 12. Christensen A. E., Selheim F., de Rooij J., Dremier S., Schwede F., Dao K. K., Martinez A., Maenhaut C., Bos J. L., Genieser H.-G.Doeskeland S. O., J. Biol. Chem., 278, 35394 - 35402 (2003), "cAMP Analog Mapping of Epac1 and cAMP-Kinase. Discriminating Analogs Demonstrate that Epac and cAMP-Kinase Act Synergistically to Promote PC-12 Cell Neurite Extension"
  • 13. 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"
  • 14. Christensen A. E., de Rooij J., Kopperud R. K., Nilsen O. K., Dao K. K., Schwede F., Bos J. L., Genieser H.-G.Doeskeland S. O., Abstract of the 13th Protein Kinase Symposium, 0, 5 - 5 (2002), "Comparison of the cAMP Binding Sites of EPAC-1 and cAMP-Kinase"
  • 15. 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"
  • 16. 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"
  • 17. Vossebein L., Tasken K., Eide T., Maleszka A.Herberg F. W., 12th Protein Kinase Symp. NO/cGMP and Protein Kinase Signaling Bad Brückenau/Germany, 0, 50 - 58 (2000), "Multiplicity and Anchoring of PKA Isozymes Detected by Surface Plasmon Resonance (SPR)"
  • 18. Herberg F. W., Maleszka A., Eide T., Vossebein L.Tasken K., J. Mol. Biol., 298, 329 - 339 (2000), "Analysis of A-Kinase Anchoring Protein (AKAP) Interaction with Protein Kinase A (PKA) Regulatory Subunits: PKA Isoform Specificity in AKAP Binding"
  • 19. Bradbury N. A., J. Cell. Physiol., 185, 408 - 415 (2000), "Protein Kinase-A-mediated Secretion of Mucin from Human Colonic Epithelial Cells"
  • 20. Muhonen W. W.Shabb J. B., Protein Sci., 9, 2446 - 2456 (2000), "Resonant Mirror Biosensor Analysis of Type I(Alpha) cAMP-dependent Protein Kinase B Domain-Cyclic Nucleotide Interactions"
  • 21. Hahnefeld C., Diploma work Bochum Germany, 0, 0 - 0 (2000), "Untersuchungen zur Nukleotidbindung von cAMP-abhängigen Proteinkinasen"
  • 22. Osinski M., Ph.D. Thesis Düsseldorf/Germany, 0, 0 - 0 (2000), "Pharmakologische Ansätze einer Proteinkinase A-Aktivierung zur Hemmung der Mitogenese glatter Gefäßmuskelzellen"
  • 23. Pfeffer M., Maronde E., Korf H.-W.Stehle J. H., J. Pineal Res., 29, 24 - 33 (2000), "Antisense Experiments Reveal Molecular Details on Mechanism of ICER Suppressing cAMP-inducible Genes in Rat Pinealocytes"
  • 24. Qi Z., Hao C. M., Salter K., Redha R.Breyer M. D., Amer. J. Physiol., 276, 622 - 628 (1999), "Type II cAMP-Dependent Protein Kinase Regulates Electronic Ion Transport in Rabbit Collecting Duct"
  • 25. Steagall W. K.Drumm M. L., Gastroenterology, 116, 1379 - 1388 (1999), "Stimulation of Cystic Fibrosis Transmembrane Conductance Regulator-Dependent Short-Circuit Currents Across DeltaF508 Murine Intestines"
  • 26. Maronde E., Wicht H., Tasken K., Genieser H.-G., Dehghani F., Olcese J.Korf H.-W., J. Pineal Res., 27, 170 - 182 (1999), "CREB Phosphorylation and Melatonin Biosynthesis in the Rat Pineal Gland: Involvement of cyclic AMP-dependent Protein KinaseType II"
  • 27. Hansson V., Skalhegg B. S.Tasken K., J. Steroid Biochem. Mol. Biol., 69, 367 - 378 (1999), "Cyclic-AMP-Dependent Protein Kinase (PKA) in Testicular Cells. Cell Specific Expression, Differential Regulation and Targeting of Subunits of PKA"
  • 28. Pfeifer A., Ruth P., Dostmann W., Sausbier M., Klatt P.Hofmann F., in Rev. Physiol. Biochem. Pharmacol. Berlin / Springer, 135, 105 - 149 (1999), "Structure and Function of cGMP-Dependent Protein Kinases"
  • 29. Braun C. M., Huang S.-K., Kagey-Sobotka A., Lichtenstein L. M.Essayan D. M., Biochem. Pharmacol., 56, 871 - 879 (1998), "Co-Regulation of Antigen-Specific T Lymphocyte Responses by Type I and Type II Cyclic AMP-Dependent Protein Kinases (CAK)"
  • 30. Parvathenani L. K., Buescher E. S., Chacon-Cruz E.Beebe S. J., J. Biol. Chem., 273, 6736 - 6743 (1998), "Type I cAMP-Dependent Protein Kinase Delays Apoptosis in Human Neutrophils at a Site Upstream of Caspase-3"
  • 31. Lamprecht G., Weinman E. J.Yun C.-H. C., J. Biol. Chem., 273, 29972 - 29978 (1998), "The Role of NHERF and E3KARP in the cAMP-Mediated Inhibition of NHE3"
  • 32. Singh A. K., Tasken K., Walker W., Frizzell R. A., Watkins S. C., Bridges R. J.Bradbury N. A., Am. J. Physiol., 275, 562 - 570 (1998), "Characterization of PKA Isoforms and Kinase-dependent Activation of Chloride Secretion in T84 Cells"
  • 33. Torgersen K. M., Vaage J. T., Levy F. O., Hansson V., Rolstad B.Tasken K., J. Biol. Chem., 272, 5495 - 5500 (1997), "Selective Activation of cAMP-Dependent Protein Kinase Type I Inhibits Rat Natural Killer Cell Cytotoxicity"
  • 34. Mutafova-Yambolieva V. N.Keef K. D., Amer. J. Physiol.-Heart Circ. Physiol., 42, 2687 - 2695 (1997), "Adenosine-Induced Hyperpolarization in Guinea Pig Coronary Artery Involves A(2B) Receptors and K-ATP Channels"
  • 35. Oestenstad B., Harboe M.Lea T., Eur. J. Immunol., 24, 2150 - 2154 (1996), "Differential Effects of Cyclic Adenosine 3', 5'- monophosphate on T Cell Cytotoxicity"
  • 36. Dienhart M. K.Downs S. M., Zygote, 4, 129 - 137 (1996), "Cyclic AMP Reversal of Hypoxanthine-Arrested Preimplantation Mouse Embryos is EDTA-Dependent"
  • 37. Harris F. M., Wilkins A. C. R., Bayliss M. A., Brenton A. G., Games D. E., Newton R. P., Langridge J. I.Walton T. J., Intl. Symp. Appl. Mass Spec. Health Sci. Spain, 0, 0 - 0 (1995), "Mass Spectrometric Analysis of Novel Effectors of Cyclic Nucleotide-dependent Protein Kinases"
  • 38. Newton R. P., Bayliss M. A., Wilkins A. C. R., Games D. E., Brenton A. G., Langridge J. L., Walton T. J.Harris F. M., J. Mass Spectrometry, 0, 107 - 110 (1995), "Fast Atom Bombardement Mass Spectrometric Analysis of Cyclic Nucleotide Analogues Used in Studies of Cyclic Nucleotide-dependent Protein Kinases"
  • 39. Downs S. M.Hunzicker-Dunn M., Develop. Biol., 172, 72 - 85 (1995), "Differential Regulation of Oocyte Maturation and Cumulus Expansion in the Mouse Oocyte-Cumulus Cell Complex by Site-Selective Analogs of Cyclic Adenosine Monophosphate"
  • 40. Downing G. J.Poisner A. M., Am. J. Physiol., 267, 954 - 960 (1994), "cAPK Mediates Placental Renin Secretion Stimulated by ß-Adrenoceptor Activation"
  • 41. 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"
  • 42. Sharma O. P., Flores J. A., Leong D. A.Veldhuis J. D., Endocrinology, 134, 1915 - 1923 (1994), "Cellular Basis for Follicle-Stimulating Hormone-Stimulated Calcium Signaling in Single Rat Sertoli Cells: Possible Dissociation from Effects of Adenosine 3',5'-Monophosphate"
  • 43. 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"
  • 44. Laurent-Cadoret V., Guillou F.Combarnous Y., Acta Endocrinol., 128, 555 - 562 (1993), "Involvement of Cyclic Adenosine Monophosphate-Dependent Protein Kinase Isozymes in Tissue Plasminogen Activator Secretion by Rat Sertoli Cells Stimulated with Follicle-Stimulating Hormone in Vitro"
  • 45. 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"
  • 46. 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"
  • 47. Hincke M. T.Soor S. K., Arch. Oral Biol., 37, 85 - 92 (1992), "Stimulation of Rat Parotid Secretion by cAMP Analogues That Synergistically Activate the Type II Isozyme of the cAMP-dependent Protein Kinase"
  • 48. Doeskeland S. O., Boe R., Bruland T., Vintermyr O. K., Jastorff B.Lanotte M., Method. Surveys Biochem. & Anal., E. Reid et al. (eds.). Royal Society Chem. Cambridge UK , Redwood Press Ltd., 21, 103 - 114 (1991), "Criteria Used to Judge That a Cellular Response is Mediated by Cyclic AMP"
  • 49. Lanotte M., Riviere J. B., Hermouet S., Houge G., Vintermyr O. K., Gjertsen B. T.Doeskeland S. O., J. Cell. Physiol., 146, 73 - 80 (1991), "Programmed Cell Death (Apoptosis) Is Induced Rapidly and With Positive Cooperativity by Activation of Cyclic Adenosine Monophosphate-Kinase I in a Myeloid Leukemia Cell Line"
  • 50. Steinberg R. A., Gorman K. B., Oegreid D., Doeskeland S. O.Weber I. T., J. Biol. Chem., 266, 3547 - 3553 (1991), "Mutations that Alter the Charge of Type I Regulatory Subunit and Modify Activation Properties of Cyclic AMP-dependent Protein Kinase from S49 Mouse Lymphoma Cells"
  • 51. Dostmann W. R. G., Taylor S. S., Genieser H.-G., Jastorff B., Doeskeland S. O.Oegreid D., J. Biol. Chem., 265, 10484 - 10491 (1990), "Probing the Cyclic Nucleotide Binding Sites of cAMP-Dependent Protein Kinase I and II with Analogs of Adenosine- 3', 5'- Cyclic Phosphorothioates"
  • 52. Cho-Chung Y. S., Cancer Res., 50, 7093 - 7100 (1990), "Role of Cyclic AMP Receptor Proteins in Growth, Differentiation, and Suppression of Malignancy: New Approaches to Therapy"
  • 53. 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"
  • 54. 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"
  • 55. Van Sande J., Lefort A., Beebe S., Roger P., Perret J., Corbin J.Dumont J. E., Eur. J. Biochem., 183, 699 - 708 (1989), "Pairs of cyclic AMP Analogs, that are Specifically Synergistic for Type I and Type II cAMP-dependent Protein Kinases, Mimic Thyrotropin Effects on the Function, Differentiation Expression and Mitogenesis of Dog Thyroid Cells"
  • 56. Francis S. H., Noblett B. D., Todd B. W., Wells J. N.Corbin J. D., Mol. Pharmacol., 34, 506 - 517 (1988), "Relaxation of Vascular and Tracheal Smooth Muscle by Cyclic Nucleotide Analogs That Preferentially Activate Purified cGMP-Dependent Protein Kinase"
  • 57. Oegreid D., Doeskeland S. O., Gorman K. B.Steinberg R. A., J. Biol. Chem., 263, 17397 - 17404 (1988), "Mutations That Prevent Cyclic Nucleotide Binding to Binding Sites A or B of Type I Cyclic AMP- dependent Protein Kinase"
  • 58. Beebe S. J., Beasley-Leach A.Corbin J. D., Methods Enzymol., 159, 531 - 540 (1988), "cAMP Analogs Used to Study Low-km, Hormone-sensitive Phosphodiesterase"
  • 59. Steinberg R. A., Russell J. L., Murphy C. S.Yphantis D. A., J. Biol. Chem., 262, 2664 - 2671 (1987), "Activation of Type I Cyclic AMP- dependent Protein Kinases with Defective Cyclic AMP-binding Sites"
  • 60. Oegreid D., Ekanger R., Suva R. H., Miller J. P., Sturm P., Corbin J. D.Doeskeland S. O., Eur. J. Biochem., 150, 219 - 227 (1985), "Activation of Protein Kinase Isozymes by Cyclic Nucleotide Analogs Used Singly or in Combination"
  • 61. 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"
  • 62. Grivennikov I. A., Petukhov S. P., Bulargina T. V., Gulyaev N. N.Severin E. S., Biokhimiya, 49, 1395 - 1406 (1984), "cAMP-dependent Protein Kinase from Pigeon Breast Muscle. Isolation of the Regulatory Subunit by the Method of Affinity Chromatography and Study of the Topography of the cAMP-Binding Site Using cAMP Analogs"
  • 63. 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"
  • 64. 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"
  • 65. Doeskeland S. O., Oegreid D., Ekanger R., Sturm P. A., Miller J. P.Suva R. H., Biochemistry, 22, 1094 - 1101 (1983), "Mapping of the Two Intrachain Cyclic Nucleotide Binding Sites of Adenosine Cyclic 3', 5'- Phosphate Dependent Protein Kinase I"
  • 66. Corbin J. D., Sugden P. H., West L., Flockhart D. A., Lincoln T. M.McCarthy D., J. Biol. Chem., 253, 3997 - 4003 (1978), "Studies on the Properties and Mode of Action of the Purified ReguIatory Subunit of Bovine Heart Adenosine 3':5' Monophosphate-dependent Protein Kinase"

Show more