0 Items - $0.00
A to Z

Alternative structural projections:


8- Bromo- β- phenyl- 1, N²- ethenoguanosine- 3', 5'- cyclic monophosphorothioate, Rp- isomer ( Rp-8-Br-PET-cGMPS ), sodium salt
Membrane-permeant and PDE-resistant PKG inhibitor
Cat. No.: P 007
CAS No.: [172806-20-1]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: P 007-01
Unit: 1 µmol / ~0.6 mg

For other salt forms please inquire. Selective and membrane-permeant inhibitor of both cyclic GMP dependent protein kinase I α and I β and of retinal cGMP-gated ion channels. Resistant against mammalian cyclic nucleotide-dependent phosphodiesterases, no metabolic side effects. More lipophilic and membrane-permeant compared to Rp-8-pCPT-cGMPS (Cat. No. C 013). Detailed technical information and updated reference list available on request. Reference: Butt et. al., Br. J. Pharmacol., 116, 3110 - 3116 (1995).

Cat. No. P 007
CAS number [172806-20-1]
Purity > 99% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Light-sensitive True
Molecular formula C₁₈H₁₄BrN₅O₆PS · Na
Molecular weight [g/mol] 562.3
Modifications 1-cGMP, 2-cGMP, 8-cGMP
Target PKG (cGK) Inhibitor
Lipophilicity 2.83
Absorption max [nm] 256
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 40000
  • 1. Beckert U., Grundmann M., Wolter S., Schwede F., Rehmann H., Kaever V., Kostenis E.Seifert R., Biochem. Biophys. Res. Commun., 451, 497 - 502 (2014), "cNMP-AMs Mimic and Dissect Bacterial Nucleotidyl Cyclase Toxin Effects"
  • 2. Werner K., Schwede F., Genieser H.-G., Geiger J.Butt E., Naunyn Schmiedebergs Arch. Pharmacol., 384, 169 - 176 (2011), "Quantification of cAMP and cGMP Analogs in Intact Cells: Pitfalls in Enzyme Immunoassays for Cyclic Nucleotides"
  • 3. Paquet-Durand F., Hauck S., Van Veen T., Ueffing M.Ekström P., J. Neurochem., 108, 796 - 810 (2009), "PKG Activity Causes Photoreceptor Cell Death in Two Retinitis pigmentosa Models"
  • 4. Poppe H., Rybalkin S. D., Rehmann H., Hinds T. R., Tang X.-B., Christensen A. E., Schwede F., Genieser H.-G., Bos J. L., Doeskeland S. O., Beavo J. A.Butt E., Nature Methods, 5, 277 - 278 (2008), "Cyclic Nucleotide Analogs as Probes of Signaling Pathways"
  • 5. Antl M., von Brühl M.-L., Eiglsperger C., Werner M., Konrad I., Kocher T., Wilm M., Hofmann F., Massberg S.Schlossmann J., Blood, 109, 552 - 559 (2007), "IRAG Mediates NO/cGMP-dependent Inhibition of Platelet Aggregation and Thrombus Formation"
  • 6. Prieto D., Rivera L., Benedito S., Recio P., Villalba N., Hernandez M.Garcia-Sacristan A., Eur. J. Pharmacol., 531, 232 - 237 (2006), "Ca2+ - activated K+ (KCa) Channels are Involved in the Relaxations Elicited by Sildenafil in Penile Resistance Arteries"
  • 7. Prieto D., Rivera L., Recio P., Rubio J. L. R., Hernandez M.Garcia-Sacristan A., J. Urol., 175, 1164 - 1170 (2006), "Role of Nitric Oxide in the Relaxation Elicited by Sildenafil in Penile Resistance Arteries"
  • 8. Laursen E., Mulvany M. J.Simonsen U., Pulm. Pharmacol. Ther., 19, 179 - 188 (2006), "Involvement of Guanylyl Cyclase, Protein Kinase A and Na+K+ ATPase in Relaxations of Bovine Isolated Bronchioles Induced by GEA 3175, an NO Donor"
  • 9. Prieto D., Rivera L., Benedito S., Recio P., Villalba N., Hernandez M.Garcia-Sacristan A., Eur. J. Pharmacol., 531, 232 - 237 (2006), "Ca2+-activated K+ (KCa) Channels are Involved in the Relaxations Elicited by Sildenafil in Penile Resistance Arteries"
  • 10. Lakshminrushimha S., Russell J. A., Gugino S. F., Ryan R. M., Mathew B., Nielsen L. C.Morin F. C., Amer. J. Physiol.-Lung Cell. M. Ph., 291, 473 - 478 (2006), "Adjacent Bronchus Attenuates Pulmonary Arterial Contractility"
  • 11. Cuong D. V., Kim N., Youm J. B., Joo H., Warda M., Lee J. W., Park W. S., Kim T., Kang S., Kim H.Han J., Amer. J. Physiol.-Heart Circ. Phy., 290, 1808 - 1817 (2006), "Nitric Oxide-cGMP-Protein Kinase G Signaling Pathway Induces Anoxic Preconditioning Through Activation of ATP-Sensitive K+ Channels in Rat Hearts"
  • 12. Jao Y., Hiramatsu N., Zhu Y., Morioka T., Takeda M., Oite T.Kitamura M., J. Am. Soc. Nephrol., 16, 58 - 67 (2005), "Nitric Oxide-mediated Regulation of Connexin43 Expression and Gap Junctional Intercellular Communication in Mesangial Cells"
  • 13. Chien W. L., Liang K. C., Teng C. M., Kuo S. C., Lee F. Y.Fu W. M., Eur. J. Neurosci., 21, 1679 - 1688 (2005), "Enhancement of Learning Behavior by a Potent Nitric Oxide-guanylate Cyclase Activator YC-1"
  • 14. Dukarm R. C., Steinhorn R. H., Russell J. A., Lakshminrushimha S., Swartz D.Cummings J. J., J. Appl. Physiol., 99, 2331 - 2336 (2005), "Selective Type 5 Phosphodiesterase Inhibition Alters Pulmonary Hemodynamics and Lung Liquid Production in Near Term Fetal Lambs"
  • 15. Lohmann S. M.Walter U., Frontiers Biosci., 10, 1313 - 1328 (2005), "Tracking Functions of cGMP-dependent Protein Kinase"
  • 16. Gao Y. S., Dhanakoti S., Trevino E. M., Wang X. H., Sander F. C., Portugal A. D.Raj J. U., Am. J. Physiol.-Lung Cell Mol. Physiol., 286, 786 - 792 (2004), "Role of cGMP-dependent Protein Kinase in Development of Tolerance to Nitric Oxide in Pulmonary Veins of Newborn Lambs"
  • 17. Matchkov V. V., Aalkjaer C.Nilsson H., J. Gen. Physiol., 123, 121 - 134 (2004), "A Cyclic GMP-dependent Calcium-activated Chloride Current in Smooth-muscle Cells from Rat Mesenteric Resistance Arteries"
  • 18. Taylor M. S., Okwuchukwuasanya C., Nickl C. K., Tegge W., Brayden J. E.Dostmann W. R. G., Mol. Pharmacol., 65, 1111 - 1119 (2004), "Inhibition of cGMP-dependent Protein Kinase by the Cell-permeable Peptide DT-2 Reveals a Novel Mechanism of Vasoregulation"
  • 19. Gambaryan S., Geiger J., Schwarz U. R., Butt E., Begonja A., Obergfell A.Walter U., Blood, 103, 2593 - 2600 (2004), "Potent Inhibition of Human Platelets by cGMP Analogs Independent of cGMP-dependent Protein Kinase"
  • 20. 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"
  • 21. Li Z., Zhang G., Marjanovic J. A., Ruan C.Du X., J. Biol. Chem., 279, 42469 - 42475 (2004), "A platelet secretion pathway mediated by cGMP-dependent protein kinase"
  • 22. Aizawa T., Wei H., Miano J. M., Abe J., Berk B. C.Yan C., Circ. Res., 93, 406 - 413 (2003), "Role of Phosphodiesterase 3 in NO/cGMP-mediated Antiinflammatory Effects in Vascular Smooth Muscle Cells"
  • 23. Schmidtko A., Ruth P., Geisslinger G.Tegeder I., Nitric Oxide-Biol. Chem., 8, 89 - 94 (2003), "Inhibition of Cyclic Guanosine 5'-Monophosphate-dependent Protein Kinase 1 (PKG-1) in Lumbar Spinal Cord Reduces Formalin-induced Hyperalgesia and PKG Upregulation"
  • 24. Sauzeau V., Rolli-Derkinderen M., Marionneau C., Loirand G.Pacaud P., J. Biol. Chem., 278, 9472 - 9480 (2003), "RhoA Expression is Controlled by Nitric Oxide through cGMP-dependent Protein Kinase Activation"
  • 25. Gao Y., Dhanakoti S., Trevino E. M., Sander F. C., Portugal A. M.Raj J. U., Am. J. Physiol.-Lung Cell. Mol. Physiol., 285, 611 - 618 (2003), "Effect of Oxygen on Cyclic GMP-dependent Protein Kinase-mediated Relaxation in Ovine Fetal Pulmonary Arteries and Veins"
  • 26. Ibarra-Alvarado C., Galle J., Melichar V. O., Mameghani A.Schmidt H. H. H. W., Mol. Pharmacol., 61, 312 - 319 (2002), "Phosphorylation of Blood Vessel Vasodilator-stimulated Phosphoprotein at Serine 239 as a Functional Biochemical Marker of Endothelial Nitric Oxide/Cyclic GMP Signaling"
  • 27. Gao Y. S.Raj J. U., Eur. J. Pharmacol., 436, 227 - 233 (2002), "Effects of SQ 22536, an Adenylyl Cyclase Inhibitor, on Isoproterenol-induced Cylic AMP Elevation and Relaxation in Newborn Ovine Pulmonary Veins"
  • 28. Rimon G.Rubin M., BBA - Gen. Subj., 1570, 113 - 120 (2002), "Channel Modulators Affect PGE(2) Binding to Bovine Aortic Endothelial Cells"
  • 29. Sirotkin A. V., Makarevich A. V., Pivko J.Genieser H.-G., Asian Austral. J. Anim. Sci., 15, 1045 - 1050 (2002), "Intracellular Mechanisms of Growth Hormone Action on Apoptosis in Cultured Porcine Ovarian Granulosa Cells"
  • 30. Zaragoza C., Soria E., Lopez E., Browning D., Balbin M., Lopez-Otin C.Lamas S., Mol. Pharmacol., 62, 927 - 935 (2002), "Activation of the Mitogen Activated Protein Kinase Extracellular Signal-regulated Kinase 1 and 2 by the Nitric Oxide-cGMP-cGMP-dependent Protein Kinase Axis Regulates the Expression of Matrix Metalloproteinase 13 in Vascular Endothelial Cells"
  • 31. Jang E. K., Azzam J. E., Dickinson N. T., Davidson M. M. L.Haslam R. J., Brit. J. Haematol., 117, 664 - 675 (2002), "Roles for Both Cyclic GMP and Cyclic AMP in the Inhibition of Collagen-induced Platelet Aggregation by Nitroprusside"
  • 32. Sirotkin A. V., Makarevich A. V., Kwon H. B., Kotwica J., Genieser H.-G.Pivko J., Endocrine Abstracts, 4, 79 - 0 (2002), "Effect of Growth Hormone on Porcine Ovarian Cells and its Intracellular Mechanisms"
  • 33. Spicuzza L., Belvisi M. G., Birrell M. A., Barnes P. J., Hele D. J.Giembycz M. A., Br. J. Pharmacol., 133, 1201 - 1212 (2001), "Evidence that the Anti-Spasmogenic Effect of the Beta-Adrenoceptor Agonist, Isoprenaline, on Guinea-Pig Trachealis is not Mediated by Cyclic AMP-dependent Protein Kinase"
  • 34. Gao Y. S.Raj J. U., Eur. J. Pharmacol., 418, 111 - 116 (2001), "SQ22536 and W-7 Inhibit Forskolin-induced cAMP Elevation but not Relaxation in Newborn Ovine Pulmonary Veins"
  • 35. Beaver C. J., Ji Q. H., Fischer Q. S.Daw N. W., Nature Neurosci., 4, 159 - 163 (2001), "Cyclic AMP-dependent Protein Kinase Mediates Ocular Dominance Shifts in Cat Visual Cortex"
  • 36. Lakshminrushimha S., D'Angelis C. A., Russell J. A., Nielsen L. C., Gugino S. F., Nickerson P. A.Steinhorn R. H., Am. J. Physiol.-Lung Cell. Mol. Physiol., 281, 361 - 368 (2001), "C-Type Natriuretic Peptide System in Fetal Ovine Pulmonary Vasculature"
  • 37. Kurjak M., Fritsch R., Saur D., Schusdziarra V.Allescher H.-D., J. Physiol.-London, 534, 827 - 836 (2001), "Functional Coupling between Nitric Oxide Synthesis and VIP Release within Enteric Nerve Terminals of the Rat: Involvement of Protein Kinase G and Phosphodiesterase 5"
  • 38. von der Weid P. Y., Zhao J.Ven Helden D. F., Am. J. Physiol.-Heart Circul. Physiol., 280, 2707 - 2716 (2001), "Nitric Oxide Decreases Pacemaker Activity in Lymphatic Vessels of Guinea Pig Mesentery"
  • 39. Han J., Kim N., Kim E., Ho W.-K.Earm Y. E., J. Biol. Chem., 276, 22140 - 22147 (2001), "Modulation of ATP-sensitive Potassium Channels by cGMP-dependent Protein Kinase in Rabbit Ventricular Myocytes"
  • 40. Sirotkin A. V., Mertin D., Süvegova K., Makarevich A. V., Genieser H.-G., Luck M. R.Osadchuk L. V., Gen. Comp. Endocrinol., 117, 207 - 217 (2000), "Effect of Restricted Food Intake on Production, Catabolism, and Effects of IGF-I and Cyclic Nucleotides in Cultured Ovarian Tissue of Domestic Nutria (Myocastor coypus)"
  • 41. Sirotkin A. V., Makarevich A. V., Genieser H.-G., Kotwica J.Hetenyi L., Exp. Clin. Endocrinol. Diabetes, 108, 214 - 219 (2000), "Effect of four cGMP Analogues with Different Mechanisms of Action on Hormone Release by Porcine Ovarian Granulosa Cells In Vitro"
  • 42. Dhanakoti S. N., Gao Y. S., Nguyen M. Q.Raj J. U., J. Appl. Physiol., 88, 1637 - 1642 (2000), "Involvement of cGMP-Dependent Protein Kinase in the Relaxation of Ovine Pulmonary Arteries to cGMP and cAMP"
  • 43. Klein G., Drexler H.Schröder F., Cardiovasc. Res., 48, 367 - 374 (2000), "Protein Kinase G Reverses all Isoproterenol Induced Changes of Cardiac Single L-Type Calcium Channel Gating"
  • 44. Ferrero R., Rodriguez-Pascual F., Miras-Portugal M. T.Torres M., J. Neurochem., 75, 2029 - 2039 (2000), "Nitric Oxide-Sensitive Guanylyl Cyclase Activity Inhibition through Cyclic GMP-Dependent Dephosphorylation"
  • 45. Liu S. L., Rao Y.Daw N., Cereb. Cortex., 13, 864 - 69 (2000), "Roles of Protein Kinase A and Protein Kinase G in Synaptic Plasticity in the Visual Cortex"
  • 46. Sirotkin A. V., Mertin D., Süvegova K., Makarevich A. V., Genieser H.-G.Osadchuk L. V., Animal Production Review, 0, 0 - 0 (2000), "The Cyclic Nucleotide-IGF-I System as Possible Mediator of Effect of Nutrition on Ovarian Activity in Domestic Nutria (Myocastor coypus)"
  • 47. Sirotkin A. V., Mertin D., Süvegova K., Makarevich A. V., Genieser H.-G., Luck M. R.Osadchuk L. V., Scientifur, 24, 211 - 211 (2000), "Effect of Restricted Food Intake on Production, Catabolism, and Effects of IGF-I and Cyclic Nucleotides in Cultured Ovarian Tissue of Domestic Nutria (Myocastor coypus)"
  • 48. Galisteo M., Marc N., Fautrel A., Guillouzo A., Corcos L.Lagadic-Gossmann D., J. Pharmacol. Exp. Ther., 290, 1270 - 1277 (1999), "Involvement of Cyclic Nucleotide- and Calcium-Regulated Pathways in Phenobarbital-Induced Cytochrome P-450 3A Expression in Mouse Primary Hepatocytes"
  • 49. Schubert R., Lehmann G., Serebryakov V. N., Mewes H.Hopp H.-H., Am. J. Physiol.-Heart Circul. Physiol., 46, 1145 - 1155 (1999), "cAMP-Dependent Protein Kinase is in an Active State in Rat Small Arteries Possessing a Myogenic Tone"
  • 50. Gray D. B., Polo-Parada L., Pilar G. R., Eang P., Metzger R. R., Klann E.Meriney S. D., J. Neurochem., 72, 1981 - 1990 (1999), "A Nitric Oxide/Cyclic GMP-Dependent Protein Kinase Pathway Alters Transmitter Release and Inhibition by Somatostatin at a Site Downstream of Calcium Entry"
  • 51. Lu Y.-F., Kandel E. R.Hawkins R. D., J. Neurosci., 19, 10250 - 10261 (1999), "Nitric Oxide Signaling Contributes to Late-Phase LTP and CREB Phosphorylation in the Hippocampus"
  • 52. 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"
  • 53. Sirotkin A., Makarevic A., Kotwica J., Genieser H.-G.Bulla J., J. Farm. Animal. Sci., 32, 11 - 14 (1999), "Effect of Chemical Analogues of cAMP and cGMP on Hormone and Growth Factor Secretion by Porcine Ovarian Cells"
  • 54. Mertin D., Sirotkin A. V., Süvegova K., Makarevich A. V., Genieser H.-G., Luck M. R.Osadchuk L. V., Society for the Study of Fertility Aberystwyth, 32, 0 - 0 (1999), "The Cyclic Nucleotide - IGF-I System as a Possible Link Between Nutrion and Reproduction in Domestic Nutria"
  • 55. Wei J.-Y., Cohen E. D., Genieser H.-G.Barnstable C. J., J. Mol. Neurosci., 10, 53 - 64 (1998), "Substituted cGMP Analogs Can Act as Selective Agonists of the Rod Photoreceptor cGMP-Gated Cation Channel"
  • 56. Smolenski A., Burkhardt A. M., Eigenthaler M., Butt E., Gambaryan S., Lohmann S. M.Walter U., Naunyn-Schmied. Arch. Pharmacol., 358, 134 - 139 (1998), "Functional Analysis of cGMP-dependent Protein Kinases I and II as Mediators of NO/cGMP Effects"
  • 57. Ruiz-Velasco V., Zhong J., Hume J. R.Keef K. D., Circ. Res., 82, 557 - 565 (1998), "Modulation of Ca2+ Channels by Cyclic Nucleotide Cross Activation of Opposing Protein Kinases in Rabbit Portal Vein"
  • 58. Saijonmaa O.Fyhrquist F., Cardiovasc. Res., 40, 206 - 210 (1998), "Upregulation of Angiotensin Converting Enzyme by Atrial Natriuretic Peptide and Cyclic GMP in Human Endothelial Cells"
  • 59. Militante J. D.Lombardini J. B., Amino Acids, 15, 99 - 108 (1998), "Pharmacological Characterization of the Effects of Taurine on Calcium Uptake in the Rat Retina"
  • 60. Rae M. G., Khoyi M. A.Keef K. D., Amer. J. Physiol., 38, 1324 - 1332 (1998), "Modulation of Cholinergic Neuromuscular Transmission by Nitric Oxide in Canine Colonic Circular Smooth Muscle"
  • 61. Elferink J. G. R.de Koster B. M., Immunopharmacology, 38, 229 - 236 (1998), "N-Acetylcysteine Causes a Transient Stimulation of Neutrophil Migration"
  • 62. Vaandrager A. B., Edixhoven M., Bot A. G. M., Kroos M. A., Jarchau T., Lohmann S. M., Genieser H.-G.De Jonge H. R., J. Biol. Chem., 272, 11816 - 11823 (1997), "Endogenous Type II cGMP-Dependent Protein Kinase Exists as a Dimer in Membranes and can be Functionally Distinguished from the Type I Isoforms"
  • 63. Lev-Ram V., Jiang T., Wood J., Lawrence D. S.Tsien R. Y., Neuron, 18, 1025 - 1038 (1997), "Synergies and Coincidence Requirements between NO, cGMP, and Ca2+ in the Induction of Cerebellar Long-Term Depression"
  • 64. Elferink J. G. R., Daha M. R.de Koster B. M., Cell. Mol. Life Sci., 53, 593 - 599 (1997), "A Cyclic GMP- and G-kinase-dependent Effect of Azathioprine on Migration by Human Neutrophils"
  • 65. Elferink J. G. R., Daha M. R.de Koster B. M., Inflammation, 21, 93 - 103 (1997), "The Effect of Sodium Aurothiomalate on Stimulated and Non-Stimulated Migration by Human Neutrophils: The Role of Cyclic GMP"
  • 66. Van Uffelen B. E., de Koster B. M., van Steveninck J.Elferink J. G. R., Biochem. Biophys. Res. Commun., 226, 21 - 26 (1996), "Carbon Monoxide Enhances Human Neutrophil Migration in a Cyclic GMP-dependent Way"
  • 67. Wei J. Y., Cohen E. D., Yan Y.-Y., Genieser H.-G.Barnstable C. J., Biochemistry, 35, 16815 - 16823 (1996), "Identification of Competitive Antagonists of the Rod Photoreceptor cGMP-Gated Cation Channel: Beta-Phenyl-1,N(2)-Etheno-Substituted cGMP Analogues as Probes of the cGMP-Binding Site"
  • 68. Hemmings H. C., in Regulatory Protein Modification: Techniques and Protocols H.C. Hemmings (ed.) Humana Press Inc., 0, 121 - 218 (1996), "Protein Kinase and Phosphatase Inhibitors. Applications in Neuroscience"
  • 69. Wei J. Y., Cohen E. D., Yan Y.-Y., Genieser H.-G.Barnstable C. J., American Society for Neuroscience, 0, 880 - 0 (1996), "PET-substituted cGMP Analogs: Novel Antagonists of Rod Photoreceptor cGMP-gated Channel"
  • 70. Butt E., Pöhler D., Genieser H.-G., Huggins J. P.Bucher B., Br. J. Pharmacol., 116, 3110 - 3116 (1995), "Inhibition of Cyclic GMP-dependent Protein Kinase-mediated Effects by (Rp)-8-bromo-PET- cyclic GMPS"
  • 71. Genieser H.-G., Proc. 9. Int. Conf. Second Mess. & Phosphoprot. TN USA, 0, 0 - 0 (1995), "Lipophilic Ranking of Biologically Important Cyclic Nucleotides"

Show more