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688000 Y-27632 - CAS 331752-47-7 - Calbiochem

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
331752-47-7C₁₄H₂₁N₃O · 2HCl · H₂O

Pricing & Availability

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688000-100MGCN
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      688000-10MGCN
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          Glass bottle 10 mg
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          688000-1MGCN
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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 number331752-47-7
                  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
                  Global Trade Item Number
                  Catalogue Number GTIN
                  688000-100MGCN 04055977225402
                  688000-10MGCN 04055977225396
                  688000-1MGCN 07790788052362
                  688000-5MGCN 07790788052379

                  Documentation

                  Y-27632 - CAS 331752-47-7 - Calbiochem SDS

                  Title

                  Safety Data Sheet (SDS) 

                  Y-27632 - CAS 331752-47-7 - 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
                  メルクミリポアが自信をもってお届けする ES/iPS 細胞関連製品&がん幹細胞関連新製品

                  Data Sheet

                  Title
                  Reprogramming Cell Fate and Function Novel Strategies for iPSC Generation, Characterization, and Differentiation

                  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 number331752-47-7
                  Chemical formulaC₁₄H₂₁N₃O · 2HCl · H₂O
                  Structure formulaStructure formula
                  Purity≥95% by HPLC
                  SolubilityH₂O (100 mg/ml)
                  Storage Protect from light
                  -20°C
                  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.
                  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.