An inhibitor of mRNA translation
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4EGI-1

Item No. 15362

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-[2-[4-(3,4-dichlorophenyl)-2-thiazolyl]hydrazinylidene]-2-nitro-benzenepropanoic acid
CAS Number
315706-13-9
Synonyms
  • eIF4E/eIF4G Interaction Inhibitor
Molecular Formula
C18H12Cl2N4O4S
Formula Weight
451.3
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
256, 294 nm
SMILES
ClC1=C(Cl)C=CC(C2=CSC(N/N=C(CC3=C([N+]([O-])=O)C=CC=C3)/C(O)=O)=N2)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    In eukaryotes, a set of initiation factors (eIFs) interact with ribosomal subunits to initiate mRNA translation.1 A major step in initiation is the assembly of a large multiprotein complex that includes the cap-binding protein eIF4E and the multidomain adaptor protein eIF4G.1 4EGI-1 is an inhibitor of the initiation of translation that blocks the interaction of eIF4G with eIF4E (KD = 25 μM).2 It directly binds eIF4E, competitively inhibiting an association with eIF4G that is necessary for cap-dependent translation.2 4EGI-1 prevents the expression of oncogenic proteins in mammalian cancer cells, leading to apoptosis.2,3,4 Research with this inhibitor supports a role for normal eIF4E/eIF4G interaction in memory consolidation and excess interaction in autism spectrum disorders.5,6,7 4EGI-1 also blocks translation in some viruses that do not require eIF4E or a cap structure for initiation.8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dever, T.E. Gene-specific regulation by general translation factors. Cell 108(4), 545-556 (2002).

    2. Moerke, N.J., Aktas, H., Chen, H., et al. Small-molecule inhibition of the interaction between the translation initiation factors eIF4E and eIF4G. Cell 128(2), 257-267 (2007).

    3. Tamburini, J., Green, A.S., Bardet, V., et al. Protein synthesis is resistant to rapamycin and constitutes a promising therapeutic target in acute myeloid leukemia. Blood 114(8), 1618-1627 (2009).

    4. Chen, L., Aktas, B.H., Wang, Y., et al. Tumor suppression by small molecule inhibitors of translation initiation. Oncotarget 3(8), 869-881 (2012).

    5. Hoeffer, C.A., Cowansage, K.K., Arnold, E.C., et al. Inhibition of the interactions between eukaryotic initiation factors 4E and 4G impairs long-term associative memory consolidation but not reconsolidation. Proc. Natl. Acad. Sci. USA 108(8), 3383-3388 (2011).

    6. Gkogkas, C.G., Khoutorsky, A., Ran, I., et al. Autism-related deficits via dysregulated eIF4E-dependent translational control. Nature 493(7432), 371-377 (2013).

    7. Santini, E., Huynh, T.N., MacAskill, A.F., et al. Exaggerated translation causes synaptic and behavioural aberrations associated with autism. Nature 493(7432), 411-415 (2013).

    8. Redondo, N., García-Moreno, M., Sanz, M.A., et al. Translation of viral mRNAs that do not require eIF4E is blocked by the inhibitor 4EGI-1. Virology 444(1-2), 171-180 (2013).