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Alternative structural projections:

Sp-cGMPS

Guanosine- 3', 5'- cyclic monophosphorothioate, Sp- isomer ( Sp-cGMPS ), sodium salt
PDE-resistant cGMP analogue
Cat. No.: G 017
    
CAS No.: [86562-10-9]
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Product Name Price (net) Qty
Cat. No.: G 017-05
Unit: 5 µmol / ~1.9 mg
$182.00
For other salt forms please inquire. Metabolically resistant activator of cGMP-dependent protein kinases. Useful for in vitro kinase and phosphodiesterase mapping studies as well as for permeabilized cells or injection techniques! Detailed technical information and updated reference list available on request. Reference: Butt et al., FEBS Lett., 263, 47 - 50 (1990).
Cat. No. G 017
CAS number [86562-10-9]
Purity > 99% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₁₀H₁₁N₅O₆PS · Na
Molecular weight [g/mol] 383,3
Target PKG (cGK) Activator
Lipophilicity 1.01
Absorption max [nm] 252
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 14300
  • 1. 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"
  • 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. Song X. J., Wang Z. B., Gan Q.Walters E. T., J. Neurophysiol., 95, 479 - 492 (2006), "cAMP and cGMP Contribute to Sensory Neuron Hyperexcitability and Hyperalgesia in Rats with Dorsal Root Ganglia Compression"
  • 4. Brown R. L., Strassmaier T., Brady J. D.Karpen J. W., Curr. Pharmaceut. Design, 12, 3597 - 3613 (2006), "The Pharmacology of Cyclic Nucleotide-Gated Channels: Emerging from the Darkness"
  • 5. 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"
  • 6. Hung S. H., Madhusoodanan K. S., Boyd R. L., Baldwin J. L., Colman R. F.Colman R. W., Biochemistry, 41, 2962 - 2969 (2002), "A Nonhydrolyzable Reactive cAMP Analogue, (Sp)-8-[(4-bromo-2, 3-dioxobutyl)thio]adenosine 3', 5'-cyclic S-(methyl)monophosphorothioate, Irreversibly Inactivates Human Platelet cGMP-inhibited cAMP Phosphodiesterase at Micromolar Concentrations"
  • 7. Chan H. Y., Yao X. Q., Tsang S. Y., Bourreau J. P., Chan F. L.Huang Y., Cardiovasc. Res., 53, 627 - 633 (2002), "Isoproterenol Amplifies 17 Beta-Estradiol-mediated Vasorelaxation: Role of Endothelium/Nitric Oxide and Cyclic AMP"
  • 8. Boadu E., Vaskinn S., Sundkvist E., Jaeger R.Sager G., Biochem. Pharmacol., 62, 425 - 429 (2001), "Inhibition by Guanosine Cyclic Monophosphate (cGMP) Analogues of Uptake of [H-3]3', 5'-cGMP without Stimulation of ATPase Activity in Human Erythrocyte Inside-out Vesicles"
  • 9. Scott S.-P., Cummings J., Joe J. C.Tanaka J. C., Biophys. J., 78, 2321 - 2333 (2000), "Mutating Three Residues in the Bovine Rod Cyclic Nucleotide-Activated Channel Can Switch a Nucleotide from Inactive to Active"
  • 10. Gorczyca W. A., Methods Enzymol., 315, 689 - 707 (2000), "Use of Nucleoside alpha-Phosphorothioates in Studies of Photoreceptor Guanylyl Cyclase: Purification of Guanylyl Cyclase Activating Proteins"
  • 11. He K., Porter K. W., Hasan A., Briley J. D.Ramsay Shaw B., Nucleic Acids Res., 27, 1788 - 1794 (1999), "Synthesis of 5-Substituted 2'-Deoxycytidine 5'-(alpha-P-Borano)Triphosphates, their Incorporation into DNA and Effects on Exonuclease"
  • 12. Wei J.-Y., Roy D. S., Leconte L.Barnstable C. J., Prog. Neurobiol., 56, 37 - 64 (1998), "Molecular and Pharmacological Analysis of Cyclic Nucleotide-Gated Channel Function in the Central Nervous System"
  • 13. 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"
  • 14. Krass J. D., Jastorff B.Genieser H.-G., Anal. Chem., 69, 2575 - 2581 (1997), "Determination of Lipophilicity by Gradient Elution High-Performance Liquid Chromatography"
  • 15. Kramer R. H.Tibbs G. R., J. Neurosci., 16, 1285 - 1293 (1996), "Antagonists of Cyclic Nucleotide-gated Channels and Molecular Mapping of their Site of Action"
  • 16. Wu Y., Hiratsuka K., Neuhaus G.Chua N.-H., Plant J., 10, 1149 - 1154 (1996), "Calcium and cGMP Target Distinct Phytochrome-Responsive Elements"
  • 17. Schwede F., Ph.D. Thesis, 0, 0 - 0 (1996), "Synthese und Eigenschaften ausgewählter Analoga von cGMP und ihr Einsatz in der biologischen Forschung"
  • 18. Koch K. W., Eckstein F.Stryer L., J. Biol. Chem., 265, 9659 - 9663 (1996), "Stereochemical Course of the Reaction Catalyzed by Guanylate Cyclase from Bovine Retinal Rod Outer Segments"
  • 19. Hampl V., Huang J. M. C., Weir E. K.Archer S. L., Physiol. Res., 44, 39 - 44 (1995), "Activation of the cGMP-Dependent Protein Kinase Mimics the Stimulatory Effect of Nitric Oxide and cGMP on Calcium-Gated Potassium Channels"
  • 20. Linden D. J., Dawson T. M.Dawson V. L., J. Neurosci., 15, 5098 - 5105 (1995), "Evaluation of the Nitric Oxide/cGMP-dependent Protein Kinase Cascade in the Induction of Cerebellar Long-Term Depression in Culture"
  • 21. 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"
  • 22. 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"
  • 23. Archer S. L., Huang J. M. C., Hampl V., Nelson D. P., Schultz P. J.Weir E. K., Proc. Natl. Acad. Sci. USA, 91, 7583 - 7587 (1994), "Nitric Oxide and cGMP Cause Vasorelaxation by Activation of a Charybdotoxin-sensitive K Channel by cGMP-dependent Protein Kinase"
  • 24. Hawkins R. D., Zhuo M.Arancio O., J. Neurobiol., 27, 652 - 665 (1994), "Nitric Oxide and Carbon Monoxide as Possible Retrograde Messengers in Hippocampal Long-Term Potentiation"
  • 25. Gorczyca W. A., Van Hooser J. P.Palczewski K., Biochemistry, 33, 3217 - 3222 (1994), "Nucleotide Inhibitors and Activators of Retinal Guanylate Cyclase"
  • 26. Schuman E. M., Meffert M. K., Schulmann H.Madison D. V., Proc. Natl. Acad. Sci. USA, 91, 11958 - 11962 (1994), "An ADP-ribosyltransferase as a Potential Target for Nitric Oxide Action in Hippocampal Long-term Potentiation"
  • 27. Schmidt H. H. H. W., Lohmann S. M.Walter U., Biochim. Biophys. Acta, 1178, 153 - 175 (1993), "The Nitric Oxide and cGMP Signal Transduction System: Regulation and Mechanism of Action"
  • 28. 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"
  • 29. Sandberg M., Butt E., Nolte C., Fischer L., Halbrügge M., Beltmann J., Jahnsen T., Genieser H.-G., Jastorff B.Walter U., Biochem. J., 279, 521 - 527 (1991), "Characterization of Sp- 5, 6- dichloro-1-ß-D-ribofuranosylbenzimidazole- 3',5'- monophosphorothioate (Sp-5,6-DCl-cBIMPS) as a Potent and Specific Activator of cyclic AMP- dependent Protein Kinase in Cell Extracts and Intact Cells"
  • 30. Butt E., van Bemmelen M., Fischer L., Walter U.Jastorff B., FEBS Lett., 263, 47 - 50 (1990), "Inhibition of cGMP- dependent Protein Kinase by Rp-Guanosine 3', 5'-monophosphorothioates"
  • 31. Meijer L., Dostmann W., Genieser H.-G., Butt E.Jastorff B., Develop. Biol., 133, 58 - 66 (1989), "Starfish Oocyte Maturation: Evidence for a Cyclic AMP-Dependent Inhibitory Pathway"
  • 32. Eckstein F., Karpen J. W., Critchfield J. M.Stryer L., Biochem. J., 263, 14080 - 14085 (1988), "Stereochemical Course of the Reaction Catalyzed by the Cyclic GMP Phosphodiesterase from Retinal Rod Outer Segments"
  • 33. Gillespie P. G.Baevo J. A., J. Biol. Chem., 263, 8133 - 8141 (1988), "Characterization of a Bovine Cone Photoreceptor Phosphodiesterase Purified by Cyclic GMP-Sepharose Chromatography"
  • 34. 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"
  • 35. 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"
  • 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. Zimmerman A. L., Yamanaka G., Eckstein F., Baylor D. A.Stryer L., Proc. Natl. Acad. Sci. USA, 82, 8813 - 8817 (1985), "Interaction of Hydrolysis-resistant Analogs of Cyclic GMP with the Phosphodiesterase and Light - sensitive Channel of Retinal Rod Outer Segments"
  • 39. 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."
  • 40. Senter P. D., Eckstein F., Mülsch A.Böhme E., J. Biol. Chem., 258, 6741 - 6745 (1983), "The Stereochemical Course of the Reaction Catalyzed by Soluble Bovine Lung Guanylate Cyclase"
  • 41. Eckstein F.Foreman J. C., FEBS Lett., 91, 182 - 185 (1978), "Actions of Adenosine and Guanosine 3', 5' Cyclic Phosphorothioates on Histamine Secretion"

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