324519

eIF4E/eIF4G Interaction Inhibitor, 4EGI-1

InSolution, ≥95%, reversibly binds eukaryotic translation initiation factor 4E

• Synonym(s): InSolution eIF4E/eIF4G Interaction Inhibitor, 4EGI-1, 2-((4-(3,4-Dichlorophenyl)-thiazol-2-ylhydrazono)-3-(2-nitrophenyl))propionic acid, eIF4F Inhibitor I, eIF4F Inhibitor I, 2-((4-(3,4-Dichlorophenyl)-thiazol-2-ylhydrazono)-3-(2-nitrophenyl))propionic acid
• Empirical Formula (Hill Notation): C₁₈H₁₂Cl₂N₄O₄S
• CAS Number: 315706-13-9
• Molecular Weight: 451.28
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (sum of two isomers, HPLC)
• form: liquid
• potency: 25 μM K_i
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• shipped in: dry ice
• storage temp.: −70°C
• InChI: 1S/C18H12Cl2N4O4S/c19-12-6-5-10(7-13(12)20)15-9-29-18(21-15)23-22-14(17(25)26)8-11-3-1-2-4-16(11)24(27)28/h1-7,9H,8H2,(H,21,23)(H,25,26)/b22-14+
• InChI key: KFRKRECSIYXARE-HYARGMPZSA-N

Description

General description

A cell-permeable hydrazone compound that reversibly binds eukaryotic translation initiation factor 4E (eIF4E; K_D = 25 µM) and disrupts eIF4E/eIF4G, but not eIF4E/4E-BP1, complex formation. Reported to downregulate the protein, but not mRNA, levels of c-Myc and Bcl-x_L in Jurkat cells (8 hrs), leading to apoptotic cell death after prolonged exposure (24 hrs, IC₅₀ ~25 µM). Shown to be brain permeant and reduce neuroligin protein levels, and restore L-LTP threshold and rescue autistic-like behaviours in Eif4ebp2 knockout mice.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
eIF4E

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Physical form

A 25 mM (5 mg/443 µL) solution of eIF4E/eIF4G Interaction Inhibitor, 4EGI-1 (Cat. No. 324517)

Reconstitution

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.

Other Notes

Gkogkas, C.G., et al. 2012. Nature493, 371.
Moerke, N. J., et al. 2007. Cell128, 257.

Legal Information

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

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable