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

688000
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Overview

Replacement Information

Key Spec Table

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

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688000-10MGCN
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      Glass bottle 10 mg
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      688000-1MGCN
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          Plastic ampoule 1 mg
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          688000-5MGCN
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              Glass bottle 5 mg
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              Description
              OverviewA 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 Number688000
              Brand Family Calbiochem®
              SynonymsROCK Inhibitor, (R)-(+)-trans-N-(4-Pyridyl)-4-(1-aminoethyl)-cyclohexanecarboxamide, 2HCl, Rho Kinase Inhibitor VI
              References
              ReferencesCinel, 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 number146986-50-7
              ATP CompetitiveY
              DeclarationSold under license of PCT Application W098/06,433A1 and under license from Mitsubishi Pharma Tanabe Corporation.
              FormWhite solid
              Hill FormulaC₁₄H₂₁N₃O · 2HCl · H₂O
              Chemical formulaC₁₄H₂₁N₃O · 2HCl · H₂O
              Hygroscopic Hygroscopic
              ReversibleY
              Structure formula ImageStructure formula Image
              Quality LevelMQ100
              Applications
              ApplicationY-27632, CAS 146986-50-7, is a cell-permeable, reversible, inhibitor of Rho kinases (Ki = 140 nM for p160ROCK). Enhances survival & cloning efficiency of ESC without affecting their pluripotency.
              Biological Information
              Primary Targetp160 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 permeableY
              Dimensions
              Materials Information
              Toxicological Information
              Safety Information according to GHS
              Safety Information
              R PhraseR: 20/21/22

              Harmful by inhalation, in contact with skin and if swallowed.
              S PhraseS: 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 Ok to freeze
              Special InstructionsFollowing 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

              Y-27632 - CAS 146986-50-7 - Calbiochem SDS

              Title

              Safety Data Sheet (SDS) 

              Y-27632 - CAS 146986-50-7 - Calbiochem 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.

              Brochure

              Title
              Bulk Product Guide

              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.

              Revision27-February-2012 RFH
              SynonymsROCK Inhibitor, (R)-(+)-trans-N-(4-Pyridyl)-4-(1-aminoethyl)-cyclohexanecarboxamide, 2HCl, Rho Kinase Inhibitor VI
              DescriptionA 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.
              FormWhite solid
              Intert gas (Yes/No) Packaged under inert gas
              CAS number146986-50-7
              Chemical formulaC₁₄H₂₁N₃O · 2HCl · H₂O
              Structure formulaStructure formula
              Purity≥95% by HPLC
              SolubilityH₂O (100 mg/ml)
              Storage -20°C
              Hygroscopic
              Protect from light
              Do Not Freeze Ok to freeze
              Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 6 months at -20°C.
              Toxicity Harmful
              ReferencesCinel, 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.