5.04521

Hhat Inhibitor, RU-SKI 43

• Sinonimo/i: Hhat Inhibitor, RU-SKI 43, Hedgehog Acyltransferase Inhibitor, RU-SKI43, 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, RU-SKI43, 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, Hedgehog Acyltransferase Inhibitor
• Formula empirica (notazione di Hill): C₂₂H₃₀N₂O₂S
• Numero CAS: 1043797-53-0
• Peso molecolare: 386.55
• Codice UNSPSC: 12352200

Proprietà

• Saggio: ≥98% (HPLC)
• Livello qualitativo: 100
• Forma fisica: semisolid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; protect from light
• Colore: off-white
• Solubilità: DMSO: 100 mg/mL
• Temperatura di conservazione: 2-8°C
• InChI: 1S/C22H30N2O2S/c1-4-16(2)13-23-14-22(25)24-10-8-21-19(9-11-27-21)20(24)15-26-18-7-5-6-17(3)12-18/h5-7,9,11-12,16,20,23H,4,8,10,13-15H2,1-3H3; AEENEMOEBJOKGN-UHFFFAOYSA-N

Descrizione

Descrizione generale

A 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 (K_i = 6,9 µM; [ShhN] = 38 µM) and ShhN-uncompetitive (K_i = 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 (t_1/2 = 17 min; i.v.).

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 (K_i = 6,9 µM; [ShhN] = 38 µM) and ShhN-uncompetitive (K_i = 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 (t_1/2 = 17 min; i.v.).

Azioni biochim/fisiol

Cell permeable: yes

Primary Target
Hhat

Reversible: yes

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Standard Handling (A)

Ricostituzione

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Altre note

Petrova, E., et al. 2013. Nat. Chem. Biol.9, 247.

Note legali

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable