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324519

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C18H12Cl2N4O4S
CAS Number:
315706-13-9
Molecular Weight:
451.28
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (sum of two isomers, HPLC)

form

liquid

potency

25 μM Ki

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

General description

A cell-permeable hydrazone compound that reversibly binds eukaryotic translation initiation factor 4E (eIF4E; KD = 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-xL 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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reversal of memory and autism-related phenotypes in Tsc2+/- mice via inhibition of Nlgn1.
Chalkiadaki, et al.
Frontiers in Cell and Developmental Biology, 11, 1205112-1205112 (2023)

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