688000 | Y-27632 - CAS 146986-50-7 - Calbiochem

688000
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      Overview

      Key Spec Table

      Empirical FormulaCAS #
      C₁₄H₂₁N₃O · 2HCl · H₂O146986-50-7

      Pricing & Availability

      Catalogue NumberAvailability Packaging Qty/Pack Price Quantity
      688000-100MG
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          100 mg
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          688000-10MG
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              10 mg
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              688000-1MG
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                  1 mg
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                  688000-5MG
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                      5 mg
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                      Description
                      Overview A highly potent, cell-permeable, reversible, and selective inhibitor of Rho-associated protein kinases (Ki = 140 nM for p160ROCK). Also inhibits ROCK-II with equal potency. The inhibition is competitive with respect to ATP. Exhibits 10- to 50-fold lower affinity for PKCε than p160ROCK. Does not affect the activity of p21-activated protein kinase (PAK) even at higher concentrations (~100 µM). Also acts as a potent inhibitor of agonist-induced Ca2+ sensitization of myosin phosphorylation and smooth muscle contraction. Prevents apoptosis and enhances the survival and cloning efficiency of dissociated hES cells without affecting their pluripotency. Pretreatment with Y-27632 reduces the risk of lung injury in rat models of sepsis. A 5 mM (500 µg/296 µl) solution of Y-27632 (Cat. No. 688001) in H2O and a 10 mM solution in DMSO (Cat. No. 688002) are also available.
                      Catalogue Number 688000
                      Brand Family Calbiochem®
                      Synonyms (R)-(+)-trans-N-(4-Pyridyl)-4-(1-aminoethyl)-cyclohexanecarboxamide, 2HCl, ROCK Inhibitor, Rho Kinase Inhibitor VI
                      References
                      References Cinel, I., et al. 2012. J. Thorac . Dis. 4, 30.
                      Watanabe, K., et al. 2007. Nature Biotech. 25, 681.
                      Chitaley, K., et al. 2001. Nat. Med. 7, 119.
                      Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                      Narumiya, S., et al. 2000. Methods Enzymol. 325, 273.
                      Hirose, M., et al. 1998. J. Cell Biol. 141, 1625.
                      Maekawa, M., et al. 1999. Science 285, 895.
                      Uehata, M., et al. 1997. Nature 389, 990.
                      Product Information
                      CAS number 146986-50-7
                      ATP Competitive Y
                      Declaration Sold under license of PCT Application W098/06,433A1 and under license from Mitsubishi Pharma Tanabe Corporation.
                      Form White solid
                      Hill Formula C₁₄H₂₁N₃O · 2HCl · H₂O
                      Chemical formula C₁₄H₂₁N₃O · 2HCl · H₂O
                      Molar Mass 338.3
                      Hygroscopic Hygroscopic
                      Reversible Y
                      Structure formula Image
                      Applications
                      Biological Information
                      Primary Target p160 Rho-associated protein kinases (ROCK)
                      Primary Target K<sub>i</sub> 140 nM for p160 Rho-associated protein kinases (ROCK)
                      Purity ≥95% by HPLC
                      Physicochemical Information
                      Cell permeable Y
                      Solubility H₂O
                      Dimensions
                      Materials Information
                      Toxicological Information
                      Safety Information according to GHS
                      Safety Information
                      R Phrase R: 20/21/22

                      Harmful by inhalation, in contact with skin and if swallowed.
                      S Phrase S: 36

                      Wear suitable protective clothing.
                      Product Usage Statements
                      Storage and Shipping Information
                      Ship Code Ambient Temperature Only
                      Toxicity Harmful
                      Storage -20°C
                      Protect from Light Protect from light
                      Hygroscopic Hygroscopic
                      Do not freeze No
                      Special Instructions Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 6 months at -20°C.
                      Packaging Information
                      Packaged under inert gas Packaged under inert gas
                      Transport Information
                      Supplemental Information
                      Specifications

                      Documentation

                      MSDS

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                      Certificates of Analysis

                      TitleLot Number
                      688000

                      References

                      Reference overview
                      Cinel, I., et al. 2012. J. Thorac . Dis. 4, 30.
                      Watanabe, K., et al. 2007. Nature Biotech. 25, 681.
                      Chitaley, K., et al. 2001. Nat. Med. 7, 119.
                      Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                      Narumiya, S., et al. 2000. Methods Enzymol. 325, 273.
                      Hirose, M., et al. 1998. J. Cell Biol. 141, 1625.
                      Maekawa, M., et al. 1999. Science 285, 895.
                      Uehata, M., et al. 1997. Nature 389, 990.

                      Citations

                      Title
                    • Cinel, I., et al. 2012. J. Thorac . Dis. 4, 30.
                    • Jennifer L. Farmer, et al. (2008) Galectin 15 (LGALS15) functions in trophectoderm migration and attachment. Federation of American Societies for Experimental Biology Journal 22, 548-560.
                    • James J. Fiordalisi, Patricia J. Keller and Adrienne D. Cox. (2006) PRL Tyrosine Phosphatases Regulate Rho Family GTPases to Promote Invasion and Motility. Cancer Research 66, 3153-3161.
                    • Karen E. Porter, et al. (2004) Simvastatin reduces human atrial myofibroblast proliferation independently of cholesterol lowering via inhibition of RhoA. Cardiovascular Research 61, 745-755.
                    • Rick B. Vega, et al. (2004) Protein Kinases C and D Mediate Agonist-Dependent Cardiac Hypertrophy through Nuclear Export of Histone Deacetylase 5. Molecular and Cellular Biology 24, 8374-8385.
                    • Data Sheet

                      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

                      Revision 27-February-2012 RFH
                      Synonyms (R)-(+)-trans-N-(4-Pyridyl)-4-(1-aminoethyl)-cyclohexanecarboxamide, 2HCl, ROCK Inhibitor, Rho Kinase Inhibitor VI
                      Description A highly potent, cell-permeable, reversible, and selective inhibitor of Rho-associated protein kinase (Ki = 140 nM for p160ROCK (ROCK-I). Also inhibits ROCK-II with almost equal potency. Inhibition is achieved by competing with ATP for binding to the catalytic site. Exhibits 10- to 50-fold lower affinity for PKCε than p160ROCK. Does not affect the activity of p21-activated protein kinase (PAK) even at high concentrations (~100 µM). Also acts as a potent inhibitor of agonist-induced Ca2+ sensitization of myosin phosphorylation and smooth muscle contractions (IC50 = 700 nM for phenylephrine-induced contractions in aortic strips). Prevents apoptosis and enhances the survival and cloning efficiency of dissociated hES cells without affecting their pluripotency. Pretreatment with Y-27632 reduces the risk of lung injury in rat models of sepsis.
                      Form White solid
                      Intert gas (Yes/No) Packaged under inert gas
                      CAS number 146986-50-7
                      Molar mass 338.3
                      Chemical formula C₁₄H₂₁N₃O · 2HCl · H₂O
                      Structure formula
                      Purity ≥95% by HPLC
                      Solubility H₂O (100 mg/ml)
                      Storage -20°C
                      Protect from light
                      Hygroscopic
                      Do Not Freeze No
                      Special Instructions Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 6 months at -20°C.
                      Toxicity Harmful
                      References Cinel, I., et al. 2012. J. Thorac . Dis. 4, 30.
                      Watanabe, K., et al. 2007. Nature Biotech. 25, 681.
                      Chitaley, K., et al. 2001. Nat. Med. 7, 119.
                      Davies, S.P., et al. 2000. Biochem. J. 351, 95.
                      Narumiya, S., et al. 2000. Methods Enzymol. 325, 273.
                      Hirose, M., et al. 1998. J. Cell Biol. 141, 1625.
                      Maekawa, M., et al. 1999. Science 285, 895.
                      Uehata, M., et al. 1997. Nature 389, 990.
                      Citation
                    • Cinel, I., et al. 2012. J. Thorac . Dis. 4, 30.
                    • Jennifer L. Farmer, et al. (2008) Galectin 15 (LGALS15) functions in trophectoderm migration and attachment. Federation of American Societies for Experimental Biology Journal 22, 548-560.
                    • James J. Fiordalisi, Patricia J. Keller and Adrienne D. Cox. (2006) PRL Tyrosine Phosphatases Regulate Rho Family GTPases to Promote Invasion and Motility. Cancer Research 66, 3153-3161.
                    • Karen E. Porter, et al. (2004) Simvastatin reduces human atrial myofibroblast proliferation independently of cholesterol lowering via inhibition of RhoA. Cardiovascular Research 61, 745-755.
                    • Rick B. Vega, et al. (2004) Protein Kinases C and D Mediate Agonist-Dependent Cardiac Hypertrophy through Nuclear Export of Histone Deacetylase 5. Molecular and Cellular Biology 24, 8374-8385.