WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 530395
Description: 4E1RCat is an inhibitor of the eIF4F translation initiation complex that blocks eIF4E:eIF4G and eIF4E:4E-BP1 interactions.
MedKoo Cat#: 530395
Chemical Formula: C28H18N2O6
Exact Mass: 478.1165
Molecular Weight: 478.46
Elemental Analysis: C, 70.29; H, 3.79; N, 5.86; O, 20.06
Synonym: 4E1RCat; eIF4E/eIF4G Interaction Inhibitor II.
IUPAC/Chemical Name: (Z)-4-(3-((5-(4-nitrophenyl)furan-2-yl)methylene)-2-oxo-5-phenyl-2,3-dihydro-1H-pyrrol-1-yl)benzoic acid
InChi Key: BBQRBOIMSKMFFO-PGMHBOJBSA-N
InChi Code: InChI=1S/C28H18N2O6/c31-27-21(16-24-14-15-26(36-24)19-6-12-23(13-7-19)30(34)35)17-25(18-4-2-1-3-5-18)29(27)22-10-8-20(9-11-22)28(32)33/h1-17H,(H,32,33)/b21-16-
SMILES Code: O=C1/C(C=C(C2=CC=CC=C2)N1C3=CC=C(C(O)=O)C=C3)=C\C4=CC=C(C5=CC=C([N+]([O-])=O)C=C5)O4
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
|Biological target:||4E1RCat is an inhibitor of cap-dependent translation, and inhibits eIF4E:eIF4GI interaction, with an IC50 an of ∼4 μM.|
|In vitro activity:||Twenty-six hours posttransfection cells were treated with 4E1RCat, a known chemical inhibitor of eIF4F complex. 4E1RCat binds to eIF4E, disrupts the interactions between eIF4E and eIF4G, and prevents the formation of eIF4F complex on the mRNA 5’ cap. As a result, the cap-dependent translation machinery of the host cell is shut down. The microscopic examination of cells 24 h after 4E1RCat treatment revealed that translational shutdown inhibited the translation of GFP and mCherry reporter mRNAs in cells (Fig. 7ii and v). The treatment of 4E1RCat failed to inhibit the translation of mCherry reporter mRNA in SNV N protein-expressing cells (Fig. 7vi and viii), further confirming the previously reported observations that N protein does not require eIF4F complex to facilitate mRNA translation. Reference: J Virol. 2017 Aug 1; 91(15): e00636-17. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5512247/|
|In vivo activity:||The combination of 1 mg/kg Sal and 10 mg/kg 4E1RCat was found to impair tumor growth greatest after 20 days (Figure 2A), and was thus chosen for further investigation. Similar results in the UACC 903 and 1,205 Lu cell lines confirmed that the observed results were not specific to a particular cell line and that the 1:10 mg/kg combination significantly impaired xenograft tumor growth greater than either drug alone (Figures 2B,C). Furthermore, it did not significantly alter mouse body weight, which suggested negligible toxicity (Figures 2B,C, insets). Measurement of serum parameters from mice treated with 1 mg/kg Sal and 15 mg/kg 4E1RCat identified that levels of CAL and total protein (TP) were slightly below DMSO control levels, outside of the normal range (Table 1), which was expected since protein production was targeted. Reference: Front Oncol. 2020 Jun 19;10:834. https://pubmed.ncbi.nlm.nih.gov/32637352/|
|Solvent||Max Conc. mg/mL||Max Conc. mM|
The following data is based on the product molecular weight 478.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
|Formulation protocol:||1. Jeeva S, Cheng E, Ganaie SS, Mir MA. Crimean-Congo Hemorrhagic Fever Virus Nucleocapsid Protein Augments mRNA Translation. J Virol. 2017 Jul 12;91(15):e00636-17. doi: 10.1128/JVI.00636-17. PMID: 28515298; PMCID: PMC5512247. 2. Kardos GR, Gowda R, Dinavahi SS, Kimball S, Robertson GP. Salubrinal in Combination With 4E1RCat Synergistically Impairs Melanoma Development by Disrupting the Protein Synthetic Machinery. Front Oncol. 2020 Jun 19;10:834. doi: 10.3389/fonc.2020.00834. PMID: 32637352; PMCID: PMC7317660.|
|In vitro protocol:||1. Jeeva S, Cheng E, Ganaie SS, Mir MA. Crimean-Congo Hemorrhagic Fever Virus Nucleocapsid Protein Augments mRNA Translation. J Virol. 2017 Jul 12;91(15):e00636-17. doi: 10.1128/JVI.00636-17. PMID: 28515298; PMCID: PMC5512247.|
|In vivo protocol:||1. Kardos GR, Gowda R, Dinavahi SS, Kimball S, Robertson GP. Salubrinal in Combination With 4E1RCat Synergistically Impairs Melanoma Development by Disrupting the Protein Synthetic Machinery. Front Oncol. 2020 Jun 19;10:834. doi: 10.3389/fonc.2020.00834. PMID: 32637352; PMCID: PMC7317660.|
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