614305 TLR1/TLR2 Antagonist, CU-CPT22 - Calbiochem

614305
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      Overview

      Replacement Information

      Pricing & Availability

      Catalog Number AvailabilityPackaging Qty/Pack Price Quantity
      614305-10MG
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          Glass bottle 10 mg
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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.