500519 SKP2 E3 Ligase Inhibitor I, C1 - CAS 432001-69-9 - Calbiochem

500519
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Empirical FormulaCAS #
C₁₈H₁₃BrN₂O₄S₂ 432001-69-9

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      Glass bottle 25 mg
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      Description
      OverviewA cell-permeable rhodanine compound that upregulates cellular p21Cip1/Waf1 and p27Kip1 protein levels (10 µM for 16 h in 501 Mel cultures) by preventing Skp2-Cks1-mediated substrate recruitment without affecting the F-box E3 ubiquitin ligase Skp2 interaction with Cks1 or the SCF (Skp1-cullin1-F-box) complex. Shown to inhibit the proliferation of human breast cancer MCF-7 and melanoma 501 Mel cells (IC50 = 8 and 30 µM, respectively; 16 h incubation). Unlike SMIP004 (Cat. No. 500517), C1 does not affect cellular Cyclin E/CDK2 kinase activity or Skp2 level.

      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 Number500519
      Brand Family Calbiochem®
      Synonyms(Z)-2-(4-Bromo-2-((4-oxo-3-(pyridin-3-ylmethyl)-2-thioxothiazolidin-5-ylidene)methyl)phenoxy)acetic acid, p21/Cip1/Waf1 Activator I; p27/Kip1 Activator I, S-phase Kinase-associated Protein 2 Inhibitor I; SCFSKP2 Inhibitor I, CRL1SKP2 Inhibitor I
      References
      ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Wu, L., et al. 2012. Chem. Biol. 19, 1515.
      Product Information
      CAS number432001-69-9
      FormOrange brown powder
      Hill FormulaC₁₈H₁₃BrN₂O₄S₂
      Chemical formulaC₁₈H₁₃BrN₂O₄S₂
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary Targetdisrupts p27-Skp2 interaction
      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

      Documentation

      SKP2 E3 Ligase Inhibitor I, C1 - CAS 432001-69-9 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Rico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Wu, L., et al. 2012. Chem. Biol. 19, 1515.
      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.

      Revision07-September-2013 JSW
      Synonyms(Z)-2-(4-Bromo-2-((4-oxo-3-(pyridin-3-ylmethyl)-2-thioxothiazolidin-5-ylidene)methyl)phenoxy)acetic acid, p21/Cip1/Waf1 Activator I; p27/Kip1 Activator I, S-phase Kinase-associated Protein 2 Inhibitor I; SCFSKP2 Inhibitor I, CRL1SKP2 Inhibitor I
      DescriptionA cell-permeable rhodanine compound that upregulates cellular p21Cip1/Waf1 and p27Kip1 protein levels (10 µM for 16 h in 501 Mel cultures) by preventing Skp2-Cks1 (Cdc kinase subunit 1)-mediated substrate recruitment without affecting the F-box E3 ubiquitin ligase Skp2 interaction with Cks1 or the SCF (Skp1-cullin1-F-box) complex. Shown to inhibit the proliferation of human breast cancer MCF-7 and melanoma 501 Mel cells (IC50 = 8 and 30 µM; 16 h incubation). Unlike SMIP004 (Cat. No. 567314), C1 does not affect cellular Cyclin E/CDK2 kinase activity or Skp2 level.
      FormOrange brown powder
      Intert gas (Yes/No) Packaged under inert gas
      CAS number432001-69-9
      Chemical formulaC₁₈H₁₃BrN₂O₄S₂
      Structure formulaStructure formula
      Purity≥99% by HPLC
      SolubilityDMSO (10 mg/ml). Use only fresh DMSO for reconstitution.
      Storage +2°C to +8°C
      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.
      Toxicity Standard Handling
      ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
      Wu, L., et al. 2012. Chem. Biol. 19, 1515.