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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.

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 Specifications Table

CAS #Empirical Formula
1380432-32-5C₂₅H₃₀N₆O

Products

Catalog NumberPackaging Qty/Pack
553513-10MG Glass bottle 10 mg
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
Catalog Number GTIN
553513-10MG 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.