197331

Bcl-2 Inhibitor II, YC137

The Bcl-2 Inhibitor II, YC137, also referenced under CAS 810659-53-1, controls the biological activity of Bcl-2. This small molecule/inhibitor is primarily used for Activators/Inducers applications.

• Synonym(s): Bcl-2 Inhibitor II, YC137, 2-Methoxycarbonylamino-4-methylsulfanyl-butyric acid, 4-(4,9-dioxo-4,9-dihydronaphtho[2,3-d]thiazol-2-ylamino)-phenyl ester
• Empirical Formula (Hill Notation): C₂₄H₂₁N₃O₆S₂
• CAS Number: 810659-53-1
• Molecular Weight: 511.57
• MDL number: MFCD09037524
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥90% (HPLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Properties

• Quality Level: 100
• assay: ≥90% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: red
• solubility: DMSO: 5 mg/mL, ethanol: 5 mg/mL
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: [s]1c2c(nc1Nc4ccc(cc4)OC(=O)C(NC(=O)OC)CCSC)C(=O)c3c(cccc3)C2=O
• InChI: 1S/C24H21N3O6S2/c1-32-24(31)26-17(11-12-34-2)22(30)33-14-9-7-13(8-10-14)25-23-27-18-19(28)15-5-3-4-6-16(15)20(29)21(18)35-23/h3-10,17H,11-12H2,1-2H3,(H,25,27)(H,26,31)
• InChI key: SFDSXIZFOOBDMC-UHFFFAOYSA-N

Description

General description

A cell-permeable molecule that targets the BH3•domain interaction and selectively induces apoptosis in Bcl-2-overexpressing cells (<300 nM in MDA-MB435B breast cancer cells). Exhibits little effect on a variety of primary cells and Bcl-x_L-dependent cells, even at a concentrations as high as 5 µM. Inhibits the binding of Bid BH3 to Bcl-2 thereby blocking the anti-apoptotic activity of Bcl-2.

A cell-permeable naphthoquinone compound that selectively induces apoptosis of Bcl-2-overexpressing cells (<300 nM in MDA-MB435B breast cancer cells) with little effect on a variety of primary cells, and Bcl-x_L-dependent cells, even at a concentration of 5 µM. Preferentially binds Bcl-2 (K_i = 1.3 µM) and disrupts its interaction with Bid BH3, thereby blocking the anti-apoptotic activity of Bcl-2. Shown to induce the release of cytochrome c from mitochondria and activate caspase-9.

Biochem/physiol Actions

Cell permeable: yes

Product does not compete with ATP.

Reversible: no

Target K_i: 1.3 µM in binding Bcl-2

Packaging

Packaged under inert gas

Other Notes

Real, P.J., et al. 2004. Cancer Res. 64, 7947.

Legal Information

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable