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553513 Rac Inhibitor III, EHop-016 - CAS 1380432-32-5 - Calbiochem

Rac Inhibitor III, EHop-016, CAS 1380432-32-5, is a cell-permeable analog of NSC23766. It is ~100-fold more potent than NSC23766 in suppressing Rac1-GTP level in MDA-MB-435 cells.

Rac Inhibitor III, EHop-016 - CAS 1380432-32-5 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: N⁴-(9-Ethyl-9H-carbazol-3-yl)-N²-(3-morpholin-4-yl-propyl)-pyrimidine-2,4-diamine

553513
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1380432-32-5C₂₅H₃₀N₆O

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      Description
      OverviewA cell-permeable NSC23766 (Cat. No. 553502) analog that is more selective against Rac interaction with Vav2 (by 45% blockage at 4 µM) than Tiam (35% blockage at 50 µM) and ~100-times more potent than NSC23766 in suppressing Rac1-GTP level in MDA-MB-435 (IC50 = 1.1 vs. 95 µM, respectively) cultures. Effectively inhibits PAK Thr423 phosphorylation (IC50 <2 µM), while reducing Cdc42-GTP level only at higher concentrations (by 18% at 5 µM), in MDA-MB-435 cultures.
      Catalogue Number553513
      Brand Family Calbiochem®
      SynonymsN⁴-(9-Ethyl-9H-carbazol-3-yl)-N²-(3-morpholin-4-yl-propyl)-pyrimidine-2,4-diamine
      References
      ReferencesMontalvo-Ortiz, B.L., et al. 2012. J. Biol. Chem. 287, 13228.
      Product Information
      CAS number1380432-32-5
      FormPale yellow powder
      Hill FormulaC₂₅H₃₀N₆O
      Chemical formulaC₂₅H₃₀N₆O
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      ApplicationRac Inhibitor III, EHop-016, CAS 1380432-32-5, is a cell-permeable analog of NSC23766. It is ~100-fold more potent than NSC23766 in suppressing Rac1-GTP level in MDA-MB-435 cells.
      Biological Information
      Purity≥96% by HPLC
      Physicochemical Information
      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 +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 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
      553513-10MGCN 04055977193725

      Documentation

      Rac Inhibitor III, EHop-016 - CAS 1380432-32-5 - Calbiochem Certificates of Analysis

      TitleLot Number
      553513

      References

      Reference overview
      Montalvo-Ortiz, B.L., et al. 2012. J. Biol. Chem. 287, 13228.
      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.

      Revision20-September-2013 JSW
      SynonymsN⁴-(9-Ethyl-9H-carbazol-3-yl)-N²-(3-morpholin-4-yl-propyl)-pyrimidine-2,4-diamine
      DescriptionA cell-permeable carbazolylpyrimidine compound that inhibits Rac GEF interaction (by 45% of Vav2 interaction at 4 µM and by 35% of Tiam1 DH/PH domain interaction at 50 µM) by directly targeting Rac GEF binding domain and effectively reduces cellular Rac1-GTP (IC50 = 1.1 and 3 µM, respectively, in MDA-MB-435 and MDA-MB-231 cells) and Rac3-GTP (IC50 <1 µM in MDA-MB-435 cells) as well as PAK Thr423 phosphorylation (by 55% and 84%, respectively, at 2 and 4 µM in MDA-MB-435 cells), suppressing MDA-MB-435 Cdc42-GTP level only at higher concentrations (by 5%, 18% and 75%, respectively, at 4, 5, and 10 µM) and enhancing, instead of downregulating, RhoA-GTP level, presumably due to a cellular compensatory mechanism in response to Rac inhibition. NSC23766 (Cat. No. 553502), in comparison, is much less potent in reducing Rac1-GTP level in MDA-MB-435 (IC50 = 95 µM), but 10-times more effective in disrupting Rac1 and Tiam-1 DH/PH domain interaction.
      FormPale yellow powder
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1380432-32-5
      Chemical formulaC₂₅H₃₀N₆O
      Structure formulaStructure formula
      Purity≥96% by HPLC
      SolubilityDMSO (50 mg/ml; clear, pale yellow solution)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesMontalvo-Ortiz, B.L., et al. 2012. J. Biol. Chem. 287, 13228.