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324519

eIF4E/eIF4G Interaction Inhibitor, 4EGI-1

Name: eIF4E/eIF4G Interaction Inhibitor, 4EGI-1
Brand: MM

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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₂Cl₂N₄O₄S

CAS Number:

315706-13-9

Molecular Weight:

451.28

MDL number:

MFCD00001346

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥95% (sum of two isomers, HPLC)

Form:

liquid

Storage condition:

OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

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Properties

Quality Segment

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

Physical form

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

Preparation Note

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

Disclaimer

Toxicity: Irritant (B)

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c