5.00519

SKP2 E3 Ligase Inhibitor I, C1

• Sinônimo(s): SKP2 E3 Ligase Inhibitor I, C1, p21/Cip1/Waf1 Activator I; p27/Kip1 Activator I, S-phase Kinase-associated Protein 2 Inhibitor I; SCF ^SKP2 Inhibitor I, CRL1 ^SKP2 Inhibitor I, ( Z)-2-(4-Bromo-2-((4-oxo-3-(pyridin-3-ylmethyl)-2-thioxothiazolidin-5-ylidene)met
• Fórmula empírica (Notação de Hill): C₁₈H₁₃BrN₂O₄S₂
• Número CAS: 432001-69-9
• Peso molecular: 465.34
• Código UNSPSC: 12352200
• NACRES: NA.77

Propriedades

• Ensaio: ≥99% (HPLC)
• Nível de qualidade: 100
• forma: powder
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; protect from light
• cor: orange-brown
• solubilidade: DMSO: 10 mg/mL
• temperatura de armazenamento: 2-8°C
• InChI: 1S/C18H13BrN2O4S2/c19-13-3-4-14(25-10-16(22)23)12(6-13)7-15-17(24)21(18(26)27-15)9-11-2-1-5-20-8-11/h1-8H,9-10H2,(H,22,23)/b15-7-
• chave InChI: IYCJJVVXEHZJHE-CHHVJCJISA-N

Descrição

Descrição geral

A cell-permeable rhodanine compound that upregulates cellular p21^Cip1/Waf1 and p27^Kip1 protein levels (10 µM for 16 h in 501 Mel cultures) by preventing Skp2-Cks1 (Cdc kinase subunit 1)-mediated substrate recruitment without affecting the F-box E3 ubiquitin ligase Skp2 interaction with Cks1 or the SCF (Skp1-cullin1-F-box) complex. Shown to inhibit the proliferation of human breast cancer MCF-7 and melanoma 501 Mel cells (IC₅₀ = 8 and 30 µM; 16 h incubation). Unlike SMIP004 (Cat. No. 567314), C1 does not affect cellular Cyclin E/CDK2 kinase activity or Skp2 level.

A cell-permeable rhodanine compound that upregulates cellular p21^Cip1/Waf1 and p27^Kip1 protein levels (10 µM for 16 h in 501 Mel cultures) by preventing Skp2-Cks1-mediated substrate recruitment without affecting the F-box E3 ubiquitin ligase Skp2 interaction with Cks1 or the SCF (Skp1-cullin1-F-box) complex. Shown to inhibit the proliferation of human breast cancer MCF-7 and melanoma 501 Mel cells (IC₅₀ = 8 and 30 µM, respectively; 16 h incubation). Unlike SMIP004 (Cat. No. 500517), C1 does not affect cellular Cyclin E/CDK2 kinase activity or Skp2 level.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Ações bioquímicas/fisiológicas

Cell permeable: yes

Primary Target
disrupts p27-Skp2 interaction

Reversible: yes

Embalagem

Packaged under inert gas

Advertência

Toxicity: Standard Handling (A)

Reconstituição

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

Use only fresh DMSO for reconstitution.

Outras notas

Rico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol.19, 1497.
Wu, L., et al. 2012. Chem. Biol.19, 1515.

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable