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SML0197 Sigma-Aldrich

4E1RCat

≥97% (HPLC)

Synonym: 4-[(3E)-3-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-2-oxo-5-phenylpyrrol-1-yl]benzoic acid

  • Empirical Formula (Hill Notation) C28H18N2O6

  • Molecular Weight 478.45

  •  MDL number MFCD01931282

  •  PubChem Substance ID 329825222

  •  NACRES NA.77

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥97% (HPLC)
form   powder
color   faint brown to dark brown-red
solubility   DMSO: ≥5 mg/mL
originator   Merck & Co., Inc., Kenilworth, NJ, U.S.
storage temp.   2-8°C
SMILES string   OC(=O)c1ccc(cc1)N2C(=O)\C(=C\c3ccc(o3)-c4ccc(cc4)[N+]([O-])=O)C=C2c5ccccc5
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+
InChI key   BBQRBOIMSKMFFO-LTGZKZEYSA-N

Description

Application

4E1RCat was used to inhibit new protein synthesis in transformed primary chicken embryo fibroblasts.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

4E1RCat ilnhibits the eIF4F translation initiation complex by binding to IF4E b and inhibiting the interaction between IF4E:eIF4G (IC50 = 3.2 μM). In in vitro translation experiments using MDA-MB-231 cells, 4E1RCat dose dependently inhibited cap-dependent translation, led to a decrease in polysome and 80S ribosomal subunits and reduced levels of the eIF4F-dependant proteins Mcl-1 and c-Myc.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the MAPKAPs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

MAPKAPs

Several protein kinases are activated by the MAPK family members p38α (SAPK2a) and ERKs 1 and 2. The MAPKAP kinases can be subdivided into two groups; those comprising two kinase domains in a single ...
Keywords: Catalysis, Growth factors, Inflammation, Phosphorylations, Polymerization reactions, Transcription

Peer-Reviewed Papers
15

References

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