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Alternative structural projections:

cIMP

Inosine- 3', 5'- cyclic monophosphate, sodium salt
Cat. No.: I 001
    
CAS No.: [41092-64-2]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: I 001-50
Unit: 50 µmol / ~18 mg
$94.00
For other salt forms please inquire. Detailed technical information available. Reference: Poteet-Smith et al., J. Biol. Chem., 272, 379 - 388 (1997); Matthiesen & Jacob, Biochem. J., 423, 401 - 409 (2009).
Cat. No. I 001
CAS number [41092-64-2]
Purity > 98% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₀H₁₀N₄O₇P · Na
Molecular weight [g/mol] 352.2
Modifications 2-cGMP
Lipophilicity 0.76
Absorption max [nm] 249
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 12000
  • 1. Oeckl P.Ferger B., J. Neurosci. Methods, 203, 338 - 343 (2012), "Simultaneous LC-MS/MS Analysis of the Biomarkers cAMP and cGMP in Plasma, CSF and Brain Tissue"
  • 2. Reinecke D., Burhenne H., Sandner P., Kaever V.Seifert R., FEBS Lett., 585, 3259 - 3262 (2011), "Human Cyclic Nucleotide Phosphodiesterases Possess a Much Broader Substrate-Specificity than Previously Appreciated"
  • 3. Jäger R., Schwede F., Genieser H.-G., Koesling D.Russwurm M., Br. J. Pharmacol., 161, 1645 - 1660 (2010), "Activation of PDE2 and PDE5 cy Specific GAF Ligands: Delayed Activation of PDE5"
  • 4. Göttle M., Dove S., Kees F., Schlossmann J., Geduhn J., König B., Shen Y., Tang W.-J., Kaever V.Seifert R., Biochemistry, 49, 5494 - 5503 (2010), "Cytidylyl and Uridylyl Cyclase Activity of Bacillus anthracis Edema Factor and Bordetella pertussis CyaA"
  • 5. 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"
  • 6. 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"
  • 7. 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"
  • 8. Christensen A., Dao K. K., Doeskeland S. O., Schwede F., Jastorff B., Genieser H.-G., de Rooij J., Bos J. L., Rehmann H., Kraemer A.Wittinghofer A., 12th Protein Kinase Symp. NO/cGMP and Protein Kinase Signaling Bad Brückenau/Germany, 0, 0 - 0 (2000), "8-Modified cAMP Analogs give Insight into the Geometries of the cAMP Binding Sites of RI, RII and EPAC-1"
  • 9. Koizumi M.Breaker R. R., Biochemistry, 39, 8983 - 8992 (2000), "Molecular Recognition of cAMP by an RNA Aptamer"
  • 10. 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"
  • 11. Taylor M. K.Uhler M. D., J. Biol. Chem., 275, 28053 - 28062 (2000), "The Amino-terminal Cyclic Nucleotide Binding Site of the Type II cGMP-dependent Protein Kinase is Essential for Full cyclic Nucleotide-dependent Activation"
  • 12. Sunderman E. R.Zagotta W. N., J. Gen. Physiol., 113, 621 - 640 (1999), "Sequence of Events Underlying the Allosteric Transition of Rod Cyclic Nucleotide-Gated Channels"
  • 13. Sunderman E. R.Zagotta W. N., J. Gen. Physiol., 113, 601 - 619 (1999), "Mechanism of Allosteric Modulation of Rod Cyclic Nucleotide-Gated Channels"
  • 14. Renaudon B., Bescond J., Bois P.Lenfant J., Recept. Channel., 5, 315 - 322 (1998), "Nucleotide Modulation Of F-Channel Activity In Rabbit Sino-Atrial Node Myocytes"
  • 15. Riegel J. A., Maddrell S. H. P., Farndale F. W.Caldwell F. M., J. Exp. Biol., 201, 3411 - 3418 (1998), "Stimulation of Fluid Secretion of Malpighian Tubules of Drosophila Melanogaster Meig. by Cyclic Nucleotides of Inosine, Cytidine, Thymidine and Uridine"
  • 16. Hebert M. C., Schwede F., Jastorff B.Cote R. H., J. Biol. Chem., 273, 5557 - 5565 (1998), "Structural Features of the Noncatalytic cGMP Binding Sites of Frog Photoreceptor Phoshodiesterase Using cGMP Analogs"
  • 17. Poteet-Smith C. E., Shabb J. B., Francis S. H.Corbin J. D., J. Biol. Chem., 272, 379 - 388 (1997), "Identification of Critical Determinants for Autoinhibition in the Pseudosubstrate Region of Type I(Alpha) cAMP-dependent Protein Kinase"
  • 18. Boese M., Busse R., Mulsch A.Schini-Kerth V., Br. J. Pharmacol., 119, 707 - 715 (1996), "Effect of cyclic GMP-dependent Vasodilators on the Expression of Inducible Nitric Oxide Synthase in Vascular Smooth Muscle Cells: Role of cyclic AMP"
  • 19. Schwede F., Ph.D. Thesis, 0, 0 - 0 (1996), "Synthese und Eigenschaften ausgewählter Analoga von cGMP und ihr Einsatz in der biologischen Forschung"
  • 20. Newton R. P., in Proceedings of the Phytochemical Society of Europe (R.P.Newton/T.J.Walton Clarendon Press Oxford, 0, 158 - 181 (1996), "11. Mass Spectrometric Analysis of Cyclic Nucleotides and Related Enzymes"
  • 21. Butt E., Beltman J., Becker D. E., Jensen G. S., Rybalkin S. D., Jastorff B.Baevo J. A., Mol. Pharmacol., 47, 340 - 347 (1995), "Characterization of Cyclic Nucleotide Phosphodiesterases with Cyclic AMP Analogs: Topology of the Catalytic Site and Comparison with Other Cyclic AMP-Binding Proteins"
  • 22. 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"
  • 23. 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"
  • 24. 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"
  • 25. 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"
  • 26. 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"
  • 27. 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"
  • 28. Shabb J. B., Buzzeo B. D., Ng L.Corbin J. D., J. Biol. Chem., 266, 24320 - 24326 (1991), "Mutating Protein Kinase cAMP-binding Sites into cGMP-binding Sites"
  • 29. 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"
  • 30. Van Lookeren Campagne M. M., Diaz F. V., Jastorff B., Winkler E., Genieser H.-G.Kessin R. W., J. Biol. Chem., 265, 5847 - 5854 (1990), "Characterization of the Yeast Low Km cAMP- Phosphodiesterase With cAMP Analogues"
  • 31. Wolfe L., Corbin J. D.Francis S. H., J. Biol. Chem., 264, 7734 - 7741 (1989), "Characterization of a Novel Isozyme of cGMP-dependent Protein Kinase From Bovine Aorta"
  • 32. Tanaka J. C., Eccleston J. F.Furman R. E., Biochemistry, 28, 2776 - 2784 (1989), "Photoreceptor Channel Activation by Nucleotide Derivatives"
  • 33. Shanahan M. F.Edwards B. M., Endocrinology, 125, 1074 - 1081 (1989), "Stimulation of Glucose Transport in Rat Cardiac Myocytes by Guanosine-3',5'-Cyclic-Monophosphate"
  • 34. Erneux C.Miot F., Methods Enzymol., 159, 520 - 530 (1988), "Cyclic Nucleotide Analogs Used to Study Phosphodiesterase Catalytic and Allosteric Sites"
  • 35. 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"
  • 36. Erneux C., Miot F., Van Haastert P. J. M.Jastorff B., J. Cyclic Nucleotide Protein Phosphorylation Res., 10, 463 - 472 (1985), "The Binding of Cyclic Nucleotide Analogs to a Purified Cyclic GMP- Stimulated Phosphodiesterase from Bovine Adrenal Tissue"
  • 37. Braumann T.Jastorff B., J. Chromatogr., 350, 105 - 118 (1985), "Physicochemical Characterization of Cyclic Nucleotides by Reversed Phase High-Performance Liquid Chromatography. II. Quantitative Determination of Hydrophobicity"
  • 38. Kesbeke F., Baraniak J., Bulgakov R., Jastorff B., Morr M., Petridis G., Stec W. J., Seela F.Van Haastert P. J. M., Eur. J. Biochem., 151, 179 - 186 (1985), "Cyclic Nucleotide Specificity of the Activator and Catalytic Sites of a cGMP-stimulated cGMP Phosphodiesterase from Dictyostelium discoideum."
  • 39. 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"
  • 40. Van Haastert P. J. M.Kien E., J. Biol. Chem., 258, 9636 - 9642 (1983), "Binding of cAMP Derivatives to Dictyostelium Discoideum Cells. Activation Mechanism of the Cell Surface cAMP Receptor"
  • 41. Van Haastert P. J. M., J. Biol. Chem., 258, 9643 - 9648 (1983), "Binding of cAMP and Adenosine Derivatives to Dictyostelium Discoideum Cells. Relationship of Binding, Chemotactic and Antagonistic Activities"
  • 42. 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"
  • 43. 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"
  • 44. Couchie D., Petridis G., Jastorff B.Erneux C., Eur. J. Biochem., 136, 571 - 575 (1983), "Characterization of Phosphodiesterase Catalytic Sites by Means of Cyclic Nucleotide Derivatives"
  • 45. Gronenborn A. M.Clore G. M., Biochemistry, 21, 4040 - 4048 (1982), "Proton Nuclear Magnetic Resonance Studies on Cyclic Nucleotide Binding to the Escherichia coli Adenosine Cyclic 3',5'- Phosphate Receptor Protein"
  • 46. 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"
  • 47. Jastorff B., in: Cell Regulation by Intracellular Signal Molecules St. Swillens ed. 195 - 207 Plenum Press New York London, 0, 0 - 0 (1982), "The Effects of cyclic Nucleotide Derivatives on Cell Metabolism"
  • 48. de Wit R. J. W., Hoppe J., Stec W. J., Baraniak J.Jastorff B., Eur. J. Biochem., 122, 95 - 99 (1982), "Interaction of cAMP Derivatives with the 'Stable' cAMP-Binding Site in the cAMP-Dependent Protein Kinase Type I"
  • 49. Donnelly T. E.Barron B., Biochim. Biophys. Acta, 657, 168 - 178 (1981), "Effects of Divalent Metals on the Specificity of Inhibitors of the Cyclic Nucleotide Phosphodiesterases from Bovine Heart"
  • 50. 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"
  • 51. Erneux C., Couchie D., Dumont J. E., Baraniak J., Stec W. J., Garcia Abbad E., Petridis G.Jastorff B., Eur. J. Biochem., 115, 503 - 510 (1981), "Specificity of cyclic GMP Activation of a Multi-substrate Cyclic Nucleotide Phosphodiesterase from Rat Liver"
  • 52. Rannels S. R.Corbin J. D., J. Biol. Chem., 255, 7085 - 7088 (1980), "Two Different Intrachain cAMP Binding Sites of cAMP-Dependent Protein Kinases"
  • 53. Francis S. H., Lincoln T. M.Corbin J. D., J. Biol. Chem., 255, 620 - 626 (1980), "Characterization of a Novel cGMP Binding Protein from Rat Lung"
  • 54. Zimmerman T. P., Biochem. Pharmacol., 28, 2533 - 2539 (1979), "Nucleoside 3',5'- Cyclic Monophosphate Metabolites of Purine Analogs"
  • 55. Nishikori K.Maeno H., J. Biol. Chem., 254, 6099 - 6109 (1979), "Close Relationship between Adenosine 3',5'-Monophosphate-dependent Endogenous Phosphorylation of a Specific Protein and Stimulation of Calcium Uptake in Rat Uterine Microsomes"
  • 56. Kuo J. F., Brackett N. L., Shoji M.Tse J., J. Biol. Chem., 253, 2518 - 2521 (1978), "Cytidine 3':5'-Monophosphate Phosphodiesterase in Mammalian Tissues - Occurence and Biological Involvement"
  • 57. Miller J. P., Boswell K. H., Mian A. M., Meyer R. B., Robins R. K.Khwaja T. A., Biochemistry, 15, 217 - 223 (1976), "2'- Derivatives of Guanosine and Inosine Cyclic 3', 5'- Phosphates. Synthesis, Enzymic Activity, and the Effect of 8- Substituents"
  • 58. Sasaki Y., Suzuki N., Sowa T., Nozawa R.Yokota T., Biochemistry, 15, 1408 - 1413 (1976), "Effects of 8-Substituted Adenosine 3',5'-monophosphate Derivatives on High Km Phosphodiesterase Activity"
  • 59. Garbers D. L., Suddath J. L.Hardman J. G., BBA, 377, 174 - 185 (1975), "Enzymatic Formation of Inosine 3', 5'-Monophosphate and of 2'-Deoxyguanosine 3', 5'-Monophosphate - Inosinate and Deoxyguanylate Cyclase Activity"
  • 60. Fazakerley G. V., Russell J. C.Wolfe M. A., J. Chem. Soc. Chem. Commun., 13, 527 - 0 (1975), "Conformation of the Gadolinium Complexes of Adenosine 3',5' Cyclic Monophosphoric Acid and Inosine 3',5' Cyclic Monophosphoric Acid"
  • 61. 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"
  • 62. 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"
  • 63. Antonoff R. S.Ferguson J. J., J. Biol. Chem., 249, 3319 - 3321 (1974), "Photoaffinity Labeling with Cyclic Nucleotides"
  • 64. Kuo J. F., Miyamoto E.Reyes P. L., Biochem. Pharmacol., 23, 2011 - 2021 (1974), "Activation and Dissociation of Adenosine 3', 5'- Monophosphate-dependent and Guanosine 3', 5'- monophosphate-dependent Protein Kinases by Various Cyclic Nucleotide Analogs"
  • 65. Nelböck M., Michal G.Weimann G., Pure Appl. Chem., 35, 411 - 437 (1973), "Analogues of Cyclic AMP and their Physiological Response"
  • 66. Meyer R. B., Shuman D. A., Robins R. K., Bauer R. J., Dimmitt M. K.Simon L. N., Biochemistry, 11, 2704 - 2709 (1972), "Synthesis and Biological Activity of Several 6-Substituted 9-beta-D-ribofuranosylpurine 3', 5'- Cyclic Phosphates"
  • 67. Anderson W. B., Perlman R. L.Pastan I., J. Biol. Chem., 247, 2717 - 2722 (1972), "Effect of Adenosine 3', 5'- Monophosphate Analogues on the Activity of the Cyclic Adenosine 3', 5'- Monophosphate Receptor in Escherichia coli"
  • 68. Steiner A. L., Parker C. W.Kipnis D. M., J. Biol. Chem., 247, 1106 - 1113 (1972), "Radioimmunoassay for Cyclic Nucleotides. I. Preparation of Antibodies and Iodinated Cyclic Nucleotides"
  • 69. Du Plooy M., Michal G., Weimann G., Nelboeck M.Paoletti R., Biochim. Biophys. Acta, 230, 30 - 39 (1971), "Cyclophosphates I. Effect of Various Cyclophosphates on Phosphorylase b Kinase Activation"
  • 70. Blecher M., Ro'Ane J. T.Flynn P. D., Arch. Biochem. Biophys., 142, 351 - 362 (1971), "Biological Roles for 3',5'- Cyclic Nucleotides. I. Lipolytic Agents in isolated Rat Epididymal Adipose Cells and Substrates for Adipose Tissue Phosphodiesterase"
  • 71. Blecher M., Ro'Ane J. T.Flynn P. D., Biochem. Pharmacol., 20, 249 - 251 (1971), "Biochemical Activities of Tubercidin 3', 5'-cyclic Monophosphate in Rat Epididymal Adipose Tissue"
  • 72. Michal G., Nelböck M.Weimann G., Z. Anal. Chem., 252, 189 - 193 (1970), "Cyclophosphate III. Spaltung Verschiedener Cyclophosphate durch Phosphodiesterase aus Herz und Fettgewebe"
  • 73. Levine R. A.Washington A., Endocrinology, 87, 377 - 382 (1970), "Glycogenolytic Activity of Cyclic 3',5'-Monophosphates in Perfused Rat Liver"
  • 74. Kuo J. F., Krueger B. K., Sanes J. R.Greengard P., Biochim. Biophys. Acta, 212, 79 - 91 (1970), "Cyclic Nucleotide-dependent Protein Kinases - V. Preparation and Properties of Adenosine-3', 5'-Monophosphate-dependent Protein Kinase from Various Bovine Tissues"

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