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474790 MG-132 - CAS 133407-82-6 - Calbiochem

A cell-permeable, potent, reversible proteasome inhibitor (Ki = 4 nM).

MG-132 - CAS 133407-82-6 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Carbobenzoxy-L-leucyl-L-leucyl-L-leucinal, Z-LLL-CHO, Proteasome Inhibitor XI

Primary Target: proteasome
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474790
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
133407-82-6C₂₆H₄₁N₃O₅

Pricing & Availability

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      474790-5MG
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          Description
          OverviewA potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM). Reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable strains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. Activates c-Jun N-terminal kinase (JNK1), which initiates apoptosis. Inhibits NF-κB activation (IC50 = 3 µM). Also reported to increases the survival rate of mesenchymal stem cells following their transplantation. Prevents β-secretase cleavage. A 10 mM (1 mg/210 µl) solution of MG-132 (Cat. No. 474791) in DMSO is also available. This material is ≥98% pure by HPLC. A material with ≥95% purity by HPLC (Cat. No. 474787) is also available.
          Catalogue Number474790
          Brand Family Calbiochem®
          SynonymsCarbobenzoxy-L-leucyl-L-leucyl-L-leucinal, Z-LLL-CHO, Proteasome Inhibitor XI
          References
          ReferencesLi, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
          Steinhilb, M.L., et al. 2001. J. Biol. Chem. 276, 4476.
          Meriin, A.B., et al. 1998. J. Biol. Chem. 273, 6373.
          Adams, J., and Stein, R. 1996. Ann. Rep. Med. Chem. 31, 279.
          Klafki, H.W., et al. 1996. J. Biol. Chem. 271, 2865.
          Lee, D.H., and Goldberg, A.L., 1996. J. Biol. Chem. 271, 27280.
          Wiertz, E.J., et al. 1996. Cell 84, 769.
          Jensen, T.J., et al. 1995. Cell 83, 129.
          Read, M.A., et al. 1995. Immunity 2, 493.
          Rock, K.L., et al. 1994. Cell 78, 761.
          Product Information
          CAS number133407-82-6
          ATP CompetitiveN
          FormWhite solid
          Hill FormulaC₂₆H₄₁N₃O₅
          Chemical formulaC₂₆H₄₁N₃O₅
          ReversibleY
          Structure formula ImageStructure formula Image
          Quality LevelMQ100
          Applications
          Biological Information
          Primary Targetproteasome
          Primary Target IC<sub>50</sub>3 µM against NF-κB activation
          Primary Target K<sub>i</sub>4 nM against proteasome
          Purity≥98% by HPLC
          Physicochemical Information
          Cell permeableY
          Peptide SequenceZ-Leu-Leu-Leu-CHO
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Standard Handling
          Storage -20°C
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
          Packaging Information
          Transport Information
          Supplemental Information
          Specifications
          Global Trade Item Number
          Catalogue Number GTIN
          474790-1MG 07790788050436
          474790-5MG 07790788050443

          Documentation

          MG-132 - CAS 133407-82-6 - Calbiochem SDS

          Title

          Safety Data Sheet (SDS) 

          MG-132 - CAS 133407-82-6 - Calbiochem Certificates of Analysis

          TitleLot Number
          474790

          References

          Reference overview
          Li, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
          Steinhilb, M.L., et al. 2001. J. Biol. Chem. 276, 4476.
          Meriin, A.B., et al. 1998. J. Biol. Chem. 273, 6373.
          Adams, J., and Stein, R. 1996. Ann. Rep. Med. Chem. 31, 279.
          Klafki, H.W., et al. 1996. J. Biol. Chem. 271, 2865.
          Lee, D.H., and Goldberg, A.L., 1996. J. Biol. Chem. 271, 27280.
          Wiertz, E.J., et al. 1996. Cell 84, 769.
          Jensen, T.J., et al. 1995. Cell 83, 129.
          Read, M.A., et al. 1995. Immunity 2, 493.
          Rock, K.L., et al. 1994. Cell 78, 761.

          Brochure

          Title
          Caspases and other Apoptosis Related Tools Brochure
          Proteasomes Technical Bulletin

          Citations

          Title
        • Li, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
        • Kamynina, E., et al. 2007. Molecular and Cellular Biology 27, 1809.
        • Yolanda Fernandez, et al. (2006) Chemical Blockage of the Proteasome Inhibitory Function of Bortezomib: Impact on Tumor Cell Death. Journal of Biological Chemistry 281, 1107-1118.
        • Markus D. Lacher, et al. (2006) Transforming Growth Factor-{beta} Receptor Inhibition Enhances Adenoviral Infectability of Carcinoma Cells via Up-Regulation of Coxsackie and Adenovirus Receptor in Conjunction with Reversal of Epithelial-Mesenchymal Transition. Cancer Research 66, 1648-1657.
        • Chen, L., et al. 2005. Molecular Cancer Therapeutics 4, 1311.
        • Emily I. Chen, et al. (2005) Maspin alters the carcinoma proteome. FASEB Journal in press,.
        • Siva Kumar Kolluri, et al. (2005) The R-enantiomer of the nonsteroidal antiinflammatory drug etodolac binds retinoid X receptor and induces tumor-selective apoptosis. Procedings of the National Academy of Science 102, 2525-2530.
        • Zaibo Li, et al. (2005) VHL protein-interacting deubiquitinating enzyme 2 deubiquitinates and stabilizes HIF-1α. European Molecular Biology Organization Reports 6, 373-378.
        • Yasuyuki Miyake, et al. (2005) Novel splicing variant of mouse orc1 is deficient in nuclear translocation and resistant for proteasome-mediated degradation. Journal of Biological Chemistry 280, 12643-12652.
        • Dana Ungermannova, Yuefeng Gao and Xuedong Liu. (2005) Ubiquitination of p27Kip1 requires physical interaction with cyclin E and probable phosphate recognition by SKP2. Journal of Biological Chemistry 280, 30301-30309.
        • Chuan-Jin Wu, et al. (2005) TNF-α induced c-IAP1/TRAF2 complex translocation to a Ubc6-containing compartment and TRAF2 ubiquitination. European Molecular Biology Organization Journal 24, 1886-1898.
        • Zhigang Zhang, Jin-Ying Wu, William Hait and Jin-Ming Yang. (2004) Regulation of the stability of P-glycoprotein by ubiquitination.. Molecular Pharmacology 66, 395-403.
        • Gloria Bonuccelli, et al. (2003) Proteasome inhibitor (MG-132) treatment of mdx mice rescues the expression and membrane localization of dystrophin and dystrophin-associated proteins. American Journal of Pathology 163, 1663-1675.
          		•
          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
          SynonymsCarbobenzoxy-L-leucyl-L-leucyl-L-leucinal, Z-LLL-CHO, Proteasome Inhibitor XI
          DescriptionPotent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM). Reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable stains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. Activates c-Jun N-terminal kinase (JNK1) which initiates apoptosis. Inhibits NF-kB activation (IC50 = 3 µM). Also reported to increases the survival rate of mesenchymal stem cells following their transplantation.
          FormWhite solid
          CAS number133407-82-6
          Chemical formulaC₂₆H₄₁N₃O₅
          Peptide SequenceZ-Leu-Leu-Leu-CHO
          Structure formulaStructure formula
          Purity≥98% by HPLC
          SolubilityDMSO (20 mg/ml) or Ethanol (20 mg/ml)
          Storage -20°C
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
          Toxicity Standard Handling
          ReferencesLi, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
          Steinhilb, M.L., et al. 2001. J. Biol. Chem. 276, 4476.
          Meriin, A.B., et al. 1998. J. Biol. Chem. 273, 6373.
          Adams, J., and Stein, R. 1996. Ann. Rep. Med. Chem. 31, 279.
          Klafki, H.W., et al. 1996. J. Biol. Chem. 271, 2865.
          Lee, D.H., and Goldberg, A.L., 1996. J. Biol. Chem. 271, 27280.
          Wiertz, E.J., et al. 1996. Cell 84, 769.
          Jensen, T.J., et al. 1995. Cell 83, 129.
          Read, M.A., et al. 1995. Immunity 2, 493.
          Rock, K.L., et al. 1994. Cell 78, 761.
          Citation
        • Li, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
        • Kamynina, E., et al. 2007. Molecular and Cellular Biology 27, 1809.
        • Yolanda Fernandez, et al. (2006) Chemical Blockage of the Proteasome Inhibitory Function of Bortezomib: Impact on Tumor Cell Death. Journal of Biological Chemistry 281, 1107-1118.
        • Markus D. Lacher, et al. (2006) Transforming Growth Factor-{beta} Receptor Inhibition Enhances Adenoviral Infectability of Carcinoma Cells via Up-Regulation of Coxsackie and Adenovirus Receptor in Conjunction with Reversal of Epithelial-Mesenchymal Transition. Cancer Research 66, 1648-1657.
        • Chen, L., et al. 2005. Molecular Cancer Therapeutics 4, 1311.
        • Emily I. Chen, et al. (2005) Maspin alters the carcinoma proteome. FASEB Journal in press,.
        • Siva Kumar Kolluri, et al. (2005) The R-enantiomer of the nonsteroidal antiinflammatory drug etodolac binds retinoid X receptor and induces tumor-selective apoptosis. Procedings of the National Academy of Science 102, 2525-2530.
        • Zaibo Li, et al. (2005) VHL protein-interacting deubiquitinating enzyme 2 deubiquitinates and stabilizes HIF-1α. European Molecular Biology Organization Reports 6, 373-378.
        • Yasuyuki Miyake, et al. (2005) Novel splicing variant of mouse orc1 is deficient in nuclear translocation and resistant for proteasome-mediated degradation. Journal of Biological Chemistry 280, 12643-12652.
        • Dana Ungermannova, Yuefeng Gao and Xuedong Liu. (2005) Ubiquitination of p27Kip1 requires physical interaction with cyclin E and probable phosphate recognition by SKP2. Journal of Biological Chemistry 280, 30301-30309.
        • Chuan-Jin Wu, et al. (2005) TNF-α induced c-IAP1/TRAF2 complex translocation to a Ubc6-containing compartment and TRAF2 ubiquitination. European Molecular Biology Organization Journal 24, 1886-1898.
        • Zhigang Zhang, Jin-Ying Wu, William Hait and Jin-Ming Yang. (2004) Regulation of the stability of P-glycoprotein by ubiquitination.. Molecular Pharmacology 66, 395-403.
        • Gloria Bonuccelli, et al. (2003) Proteasome inhibitor (MG-132) treatment of mdx mice rescues the expression and membrane localization of dystrophin and dystrophin-associated proteins. American Journal of Pathology 163, 1663-1675.
          		•