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614305 TLR1/TLR2 Antagonist, CU-CPT22 - Calbiochem

TLR1/TLR2 Antagonist, CU-CPT22 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Hexyl-3,4,6-trihydroxy-2-methoxy-5-oxo-5H-benzo[7]annulene-8-carboxylate

614305
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Overview

Replacement Information

Products

Catalogue NumberPackaging Qty/Pack
614305-10MG Glass bottle 10 mg
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
Global Trade Item Number
Catalogue Number GTIN
614305-10MG 04055977186611

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 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
ReferencesCheng, K., et al. 2012. Angew. Chem. Int. Ed. 51, 12246.