(R)-Roscovitine

CHF 230.00
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AG-MR-C0001-M02525 mgCHF 230.00
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Product Details
Synonyms Seliciclib; CYC201; 6-Benzylamino-2-(R)-[(1-ethyl)-2-hydroxyethylamino]-9-isopropylpurine
Product Type Chemical
Properties
Formula

C19H26N6O

MW 354.5
CAS 186692-46-6
Purity Chemicals ≥99% (NMR)
Appearance White to off-white solid.
Solubility Soluble in DMSO or ethanol. Slightly soluble in water.
Reconstitution Stock solutions can be made up to 10mM in DMSO.
Identity Determined by 1H-NMR.
InChi Key BTIHMVBBUGXLCJ-OAHLLOKOSA-N
Smiles CC[C@H](CO)NC1=NC2=C(N=CN2C(C)C)C(NCC2=CC=CC=C2)=N1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice After reconstitution, prepare aliquots and store at -20°C.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Potent and selective inhibitor of cyclin dependent kinases CDK1, CDK2, CDK5, CDK7 and CDK9.
  • Pyridoxal kinase (PDXK) inhibitor.
  • Triggers cell apoptotic cell death.
  • Down-regulates Mcl-1 and MYCN.
  • Anticancer compound. Kills chronic lymphocytic leukemia (LLC) cells and slows tumor growth in mouse xenografts.
  • Inhibits cysts formation in culture and in polycystic kidney disease (PKD) mouse models.
  • Potential anti-inflammatory compound that can influence the resolution of inflammation.
  • Potential antidiabetic compound. Shown to protect pancreatic β-cells from glucotoxicity and increase insulin secretion.
  • Shows antiviral properties.
  • Neuroprotective in brain trauma.
  • Has positive effects on Timothy syndrome cells.
  • Used for cloning of mammals by synchronization of nucleus donor cells.
  • Provides neuroprotection in experimental traumatic brain injury.
Product References
  1. Biochemical and cellular effects of roscovitine, a potent and selective inhibitor of the cyclin-dependent kinases cdc2, cdk2 and cdk5: L. Meijer, et al.; Eur. J. Biochem. 243, 527 (1997)
  2. Chemical inhibitors of cyclin-dependent kinases: L. Meijer and S.H. Kim; Meth. Enzymol. 283, 113 (1997)
  3. Inhibition of cyclin-dependent kinases by purine analogues: crystal structure of human cdk2 complexed with roscovitine: WF. De Azevedo, et al.; Eur. J. Biochem. 243, 518 (1997)
  4. Pharmacological cyclin-dependent kinase inhibitors inhibit replication of wild-type and drug-resistant strains of Herpes simplex virus and Human immunodeficiency virus type 1 by targeting cellular, not viral, proteins: L.M. Schang, et al.; J. Virol. 76, 7874 (2002)
  5. Enhanced survivability of cloned calves derived from roscovitine-treated adult somatic cells: J. Gibbons, et al.; Biol. Reprod. 66, 895 (2002)
  6. Roscovitine and other purines as kinase inhibitors. From starfish oocytes to clinical trials: L. Meijer & E. Raimond; Acc. Chem. Res. 36, 417 (2003)
  7. Crystal structure of pyridoxal kinase in complex with roscovitine and derivatives: L. Tang, et al.; J. Biol. Chem. 280, 31220 (2005)
  8. Roscovitine targets, protein kinases and pyridoxal kinase: S. Bach, et al.; J. Biol. Chem. 280, 31208 (2005)
  9. Inhibition of cyclin-dependent kinase 5 activity protects pancreatic beta cells from glucotoxicity: M. Ubeda, et al.; J. Biol. Chem. 281, 28858 (2006)
  10. Cyclin-dependent kinase inhibitors enhance the resolution of inflammation by promoting inflammatory cell apoptosis: A.G. Rossi, et al.; Nature Med. 12, 1056 (2006)
  11. Long-lasting arrest of murine polycystic kidney disease with CDK inhibitor Roscovitine: N.O. Bukanov, et al.; Nature 444, 949 (2006)
  12. Production of cloned horse foals using roscovitine-treated donor cells and activation with sperm extract and/or ionomycin: K. Hinrichs, et al.; Reproduction 134, 319 (2007)
  13. CR8, a potent and selective, roscovitine-derived inhibitor of cyclin-dependent kinases: K. Bettayeb, et al.; Oncogene 27, 5797 (2008)
  14. Practical Synthesis of Roscovitine and CR8: N. Oumata, et al.; Org. Process Res. Dev. 13, 641 (2009)
  15. CDK inhibitors Roscovitine and CR8 trigger Mcl-1 down-regulation and apoptotic cell death in neuroblastoma cells: K. Bettayeb, et al.; Genes & Cancer 1, 369 (2010)
  16. Using induced pluripotent stem cells to investigate cardiac phenotypes in Timothy syndrome: M. Yazawa; Nature 471, 230 (2011)
  17. CDK inhibitors R-roscovitine and S-CR8 effectively block renal and hepatic cystogenesis in an orthologous model of ADPKD: N.O. Bukanov, et al.; Cell Cycle 11, 4040 (2012)
  18. Selective CDK inhibitor limits neuroinflammation and progressive neurodegeneration after brain trauma: S.V. Kabadi, et al.; J. Cereb. Blood Flow Metab. 32, 137 (2012)
  19. Roscovitine is a proteostasis regulator that corrects the trafficking defect of F508del-CFTR by a CDK-independent mechanism: C. Norez, et al.; Br. J. Pharmacol. 171, 4831 (2014)
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