410960

Ischemin

A cell-permeable azobenzene compound that reversibly targets CBP-BRD acetyl-lysine binding pocket with moderate selectivity over BAZ1B, PCAF, BRD4-1 and BAZ2B.

• Synonym(s): Ischemin, (E)-5-(2-Amino-4-hydroxy-5-methyl-phenylazo)-2,4-dimethyl-benzenesulfonic acid, MS120, BRD4 Inhibitor II
• Empirical Formula (Hill Notation): C₁₅H₁₇N₃O₄S
• CAS Number: 1357059-00-7
• Molecular Weight: 335.38
• MDL number: MFCD28044303
• UNSPSC Code: 12352200
• NACRES: NA.51

Properties

• Quality Level: 100
• assay: ≥99% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: orange-red
• solubility: DMSO: 50 mg/mL, orange
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: CC1=C(/N=N/C2=C(N)C=C(O)C(C)=C2)C=C(C(C)=C1)S(=O)(O)=O

Description

General description

A cell-permeable azobenzene compound that reversibly targets CREB-binding protein bromodomain (CBP-BRD) acetyl-lysine binding pocket (K_d = 19 µM) with moderate selectivity over BAZ1B, PCAF, BRD4-1 and BAZ2B (K_d = 37, 41, 70 and >100 µM, respectively) and disrupts CBP interaction with the binding partners. Blocks CBP-p53 interaction and alters the post-translational modification states on p53 and histones. Shown to inhibit the transcription functions of p53 on DNA damage (IC₅₀ = 5 µM for p53-induced p21 activation in Luc-U2OS cells) and suppress cardiac myocyte apoptosis during ischemia conditions.

Packaging

Packaged under inert gas

Warning

Toxicity: Regulatory Review (Z)

Other Notes

Borah, J.C., et al. 2011, Chem. Biol.18, 531.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable