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500517 SKP2 E3 Ligase Inhibitor II, SMIP004 - CAS 143360-00-3 - Calbiochem

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Synonyme: CRL1SKP2 Inhibitor II, p21/Cip1/CKI/Waf1 Activator II, p27/Kip1 Activator II, S-phase Kinase-associated Protein 2 Inhibitor II, SCFSKP2 Inhibitor II, Small Molecule Inhibitor of p27 Depletion 004, N-(4-Butyl-2-methylphenyl)acetamide

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500517
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Übersicht

Replacement Information

Key Spec Table

CAS #Empirical Formula
143360-00-3C₁₃H₁₉NO

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      Description
      OverviewA cell-permeable phenylacetamide compound that is shown to upregulate p21Cip1/Waf1 and/or p27Kip1 in prostate cancer LNCaP, PC3, DU145, but not HeLa, cultures (40 µM for 24 h) with a concomitant downregulation of the F-box E3 ubiquitin ligase Skp2 and a delayed G1-to-S cell cycle transition, displaying no apparent effect toward cell cycle progression or p21 and p27 levels in non-cancer human fibroblast IMR90. SMIP004 antiproliferative activity against LNCaP, PC3, DU145 soft agar colony formation is mainly cytostatic with cytotoxicity observed only in LNCaP cultures at high concentrations (IC50 = 40 µM in 72 h), but not PC3 or DU145 even at concentrations as high as 80 µM and for up to 96 h.

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number500517
      Brand Family Calbiochem®
      SynonymsCRL1SKP2 Inhibitor II, p21/Cip1/CKI/Waf1 Activator II, p27/Kip1 Activator II, S-phase Kinase-associated Protein 2 Inhibitor II, SCFSKP2 Inhibitor II, Small Molecule Inhibitor of p27 Depletion 004, N-(4-Butyl-2-methylphenyl)acetamide
      References
      ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.
      Product Information
      CAS number143360-00-3
      FormWhite solid
      Hill FormulaC₁₃H₁₉NO
      Chemical formulaC₁₃H₁₉NO
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥99% by HPLC
      Physicochemical Information
      Cell permeableY
      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 6 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Bestellnummer GTIN
      5.00517.0001 04055977245745

      Documentation

      SKP2 E3 Ligase Inhibitor II, SMIP004 - CAS 143360-00-3 - Calbiochem SDB

      Titel

      Sicherheitsdatenblatt (SDB) 

      Literatur

      Übersicht
      Rico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.
      Datenblatt

      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.

      Revision17-July-2013 JSW
      SynonymsCRL1SKP2 Inhibitor II, p21/Cip1/CKI/Waf1 Activator II, p27/Kip1 Activator II, S-phase Kinase-associated Protein 2 Inhibitor II, SCFSKP2 Inhibitor II, Small Molecule Inhibitor of p27 Depletion 004, N-(4-Butyl-2-methylphenyl)acetamide
      DescriptionA cell-permeable phenylacetamide compound that is shown to upregulate p21Cip1/Waf1 and/or p27Kip1 in prostate cancer LNCaP, PC3, DU145, but not HeLa, cultures (Fold of control p21/27 levels = 2.7/2.1, 1.7/1,1, 1.7/1.3, and 1.1/1.1, respectively; 24 h 40 µM treatment) with a concomitant downregulation of the F-box E3 ubiquitin ligase Skp2 and a delayed G1-to-S cell cycle transition (G1 population with/ without 24 h 40 µM drug treatment = 81.7%/70.8%, 58.5%/42.2%, 75.7%/40.5%, respectively; S population with/ without 24 h 40 µM drug treatment = 7.9%/18.0%, 14.3%/26.7%, 14.1%/44.0%, respectively), displaying no apparent effect toward cell cycle progression or p21 and p27 levels in non-cancer human fibroblast IMR90. SMIP004 antiproliferative activity against LNCaP, PC3, DU145 soft agar colony formation is mainly cytostatic in nature and SMIP004 cytotoxic effect is observed only in LNCaP cultures at high concentrations (IC50 = 40 and 2.4 µM, respectively, with 72 h or 96 h treatment), but not PC3 or DU145 even at concentrations as high as 80 µM and for up to 96 h.
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number143360-00-3
      Chemical formulaC₁₃H₁₉NO
      Structure formulaStructure formula
      Purity≥99% by HPLC
      SolubilityDMSO (100 mg/ml)
      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 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.