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504521 Hhat Inhibitor, RU-SKI 43 - CAS 1043797-53-0 - Calbiochem

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Synonymes: RU-SKI43, Hedgehog Acyltransferase Inhibitor, 2-(2-Methylbutylamino)-1-(4-(m-tolyloxymethyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone, 2-((2-Methylbutyl)amino)-1-(4-((3-methylphenoxy)methyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone

Primary Target: Hhat
504521
  
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      Aperçu

      Replacement Information

      Tableau de caractéristiques principal

      CAS #Empirical Formula
      1043797-53-0C₂₂H₃₀N₂O₂S
      Description
      Overview

      This product has been discontinued.



      A cell-permeable dihydrothienopyridinyl-ethanone compound that acts as an effective inhibitor against MBOAT family member Hhat/hedgehog acyltransferase-catalyzed ShhN palmitoylation in a palmitoyl CoA-noncompetitive (Ki = 6,9 µM; [ShhN] = 38 µM) and ShhN-uncompetitive (Ki = 7.4 µM; [palmitoyCoA] = 30 µM) manner. Effectively prevents Shh- & Hhat-transfected COS-1 cells from activating hedgehog signaling in co-cultured C3H10T1/2 cells (~80% inhibition with10 µM inhibitor) by inhibiting COS-1 intracellular ShhN palmitoylation (by 52% and 80%, respectively, with 10 or 20 µM drug treatment) without affecting cellular palmitoylation of H-ras & fyn, myristoylation of c-Src & Wnt3a, Shh autoprosessing, or the protein level and localization of Shh & Hhat. Exhibits short plasma half-life in mice (t1/2 = 17 min; i.v.).
      Catalogue Number504521
      Brand Family Calbiochem®
      SynonymsRU-SKI43, Hedgehog Acyltransferase Inhibitor, 2-(2-Methylbutylamino)-1-(4-(m-tolyloxymethyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone, 2-((2-Methylbutyl)amino)-1-(4-((3-methylphenoxy)methyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone
      References
      ReferencesPetrova, E., et al. 2013. Nat. Chem. Biol. 9, 247.
      Product Information
      CAS number1043797-53-0
      FormOff-white semi-solid
      Hill FormulaC₂₂H₃₀N₂O₂S
      Chemical formulaC₂₂H₃₀N₂O₂S
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetHhat
      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
      Référence GTIN
      504521 0

      Documentation

      Hhat Inhibitor, RU-SKI 43 - CAS 1043797-53-0 - Calbiochem FDS

      Titre

      Fiche de données de sécurité des matériaux (FDS) 

      Références bibliographiques

      Aperçu de la référence bibliographique
      Petrova, E., et al. 2013. Nat. Chem. Biol. 9, 247.
      Fiche technique

      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.

      Revision03-September-2020 JSW
      SynonymsRU-SKI43, Hedgehog Acyltransferase Inhibitor, 2-(2-Methylbutylamino)-1-(4-(m-tolyloxymethyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone, 2-((2-Methylbutyl)amino)-1-(4-((3-methylphenoxy)methyl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethanone
      DescriptionA cell-permeable dihydrothienopyridinyl-ethanone compound that acts as an effective inhibitor against MBOAT (membrane-bound O-acyltranferase) family member Hhat/hedgehog acyltransferase-catalyzed ShhN palmitoylation in cell-free assays (by 70% at 12.5 µM) in a palmitoyl CoA-noncompetitive (Ki = 6,9 µM; [ShhN] = 38 µM) and ShhN-uncompetitive (Ki = 7.4 µM; [palmitoyCoA] = 30 µM) manner. Effectively prevents Shh- & Hhat-transfected COS-1 cells from activating hedgehog signaling in co-cultured C3H10T1/2 cells (~80% inhibition of AP production in 30 min with10 µM inhibitor) by inhibiting COS-1 intracellular ShhN palmitoylation (by 52% and 80%, respectively, with 10 or 20 µM drug treatment and serum withdrawal 1 h before 4 h [125I]-palmitate incubation). RU-SKI 43 is shown not to interfere with cellular palmitoylation of H-ras & fyn, myristoylation of c-Src & Wnt3a, Shh autoprosessing, or the protein level and localization of Shh & Hhat. Exhibits short plasma half-life in mice (t1/2 = 17 min; i.v.).
      FormOff-white semi-solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1043797-53-0
      Chemical formulaC₂₂H₃₀N₂O₂S
      Purity≥98% 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
      ReferencesPetrova, E., et al. 2013. Nat. Chem. Biol. 9, 247.