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614305 TLR1/TLR2 Antagonist, CU-CPT22 - Calbiochem

614305
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614305-10MG
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      Description
      OverviewA cell-permeable benzotropolone compound that competes against Pam3CSK4- (Cat. No. 506350) for TLR1/TLR2 heterodimer binding (Ki = 410 nM) and selectively antagonizes against Pam3CSK4-induced RAW264.7 cellular NO production (IC50 = 580 nM) without apparent cytotoxicity ( up to 100 µM and 24 h). Exhibits no antagonist activity toward TLR2/TLR6, TLR3, TLR4, TLR7 at 0.5 µM and little inhibitory potency against a panel of 10 kinases at 5 µM (by <11% inhibition).
      Catalogue Number614305
      Brand Family Calbiochem®
      SynonymsHexyl-3,4,6-trihydroxy-2-methoxy-5-oxo-5H-benzo[7]annulene-8-carboxylate
      References
      ReferencesCheng, K., et al. 2012. Angew. Chem. Int. Ed. 51, 12246.
      Product Information
      FormOrange solid
      Hill FormulaC₁₉H₂₂O₇
      Chemical formulaC₁₉H₂₂O₇
      ReversibleY
      Structure formula ImageStructure formula Image
      Applications
      Biological Information
      Primary TargetTLR1
      Purity≥98% 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

      TLR1/TLR2 Antagonist, CU-CPT22 - Calbiochem Certificates of Analysis

      TitleLot Number
      614305

      References

      Reference overview
      Cheng, K., et al. 2012. Angew. Chem. Int. Ed. 51, 12246.
      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.

      Revision10-May-2013 JSW
      SynonymsHexyl-3,4,6-trihydroxy-2-methoxy-5-oxo-5H-benzo[7]annulene-8-carboxylate
      DescriptionA cell-permeable benzotropolone compound that selectively antagonizes agonist-dependent TLR1/TLR2 heterodimer activation (IC50 = 580 nM against Pam3CSK4- (Cat. No. 506350) stimulated NO production in RAW264.7) by competing for TLR1/TLR2 binding (Ki = 410 nM against Pam3CSK4 in competition binding assays), displaying no cytotoxicity in RAW264.7 cultures (100 µM for 24 h) and exhibiting little inhibitory activity against a panel of 10 kinases (by <11% at 5 µM) or agonist-dependent activation of other TLRs (0% inhibition of TLR2/TLR6, TLR3, TLR4, TLR7 activation at 0.5 µM). Computer-aided in silico structural analysis reveals that the highly TLR1/TLR2-over-TLR2/TLR6 selective nature of CU-CPT22 is due to the exclusive location of CU-CPT22 R6 hexyl ester and Pam3CSK4 amide-linked N-pamitoyl fatty acid side chain competition site in TLR1, but not in TLR6.
      FormOrange solid
      Intert gas (Yes/No) Packaged under inert gas
      Chemical formulaC₁₉H₂₂O₇
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (100 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
      ReferencesCheng, K., et al. 2012. Angew. Chem. Int. Ed. 51, 12246.