SML1995

Capzimin dimer

≥96% (HPLC)

• Synonym(e): 8,8′-Disulfanediylbis(N-(2-(thiazol-2-yl)ethyl)quinoline-3-carboxamide)
• Empirische Formel (Hill-System): C₃₀H₂₄N₆O₂S₄
• CAS-Nummer: 2084868-04-0
• Molekulargewicht: 628.81
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥96% (HPLC)
• Form: powder
• Storage condition: desiccated

Eigenschaften

• assay: ≥96% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(NCCC1=NC=CS1)C2=CC3=CC=CC(SSC4=C(N=CC(C(NCCC5=NC=CS5)=O)=C6)C6=CC=C4)=C3N=C2
• InChI: 1S/C30H24N6O2S4/c37-29(33-9-7-25-31-11-13-39-25)21-15-19-3-1-5-23(27(19)35-17-21)41-42-24-6-2-4-20-16-22(18-36-28(20)24)30(38)34-10-8-26-32-12-14-40-26/h1-6,11-18H,7-10H2,(H,33,37)(H,34,38)
• InChI key: RNEOHKZPZKEZCQ-UHFFFAOYSA-N

Beschreibung

Biochem/physiol Actions

Capzimin dimer is the stable precursor form of capzimin. Capzimin is a selective inhibitor of proteasome isopeptidase Rpn11, a proteasomal deubiquitinase that is part of the proteosome 19S regulatory particle subunit that removes the polyubiquitin chain from substrates in preparation for degradation. Capzimin was shown to have an IC50 value of 340 nM and have selectivity over related enzymes with 80-fold selectivity for Rpn11 over Csn5, ten-fold over AMSH and six-fold over BRCC36. It stabilized proteasome substrates that would otherwise have been degraded, induced an unfolded protein response, and blocked the proliferation of cancer cells, including some that had become resistant to bortezomib. Capzimin dimer will be quickly reduced to capzimin by glutathione in cell-based systems; DTT should be added to in vitro assays to reduce the disulfide.

Inhibitor of proteasome isopeptidase Rpn11

Capzimin can be used as a therapeutic for cancer treatment.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable