Erbstatin AnalogA stable inhibitor of EGFR tyrosine kinase

Erbstatin Analog (CAS 63177-57-1)

Erbstatin Analog | CAS 63177-57-1 is rated 5.0 out of 5 by 1.
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Synonym: Methyl 2,5-dihydroxycinnamate; 2,5-Dihydroxycinnamic acid methyl ester
Application: A stable inhibitor of EGFR tyrosine kinase
CAS Number: 63177-57-1
Purity: 98%
Molecular Weight: 194.18
Molecular Formula: C10H10O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Erbstatin Analog, methyl 2,5-dihydroxycinnamate, is a stable analog of erbstatin, an inhibitor of EGFR (epidermal growth factor receptor)-associated tyrosine kinase. This erbstatin analog is described to be approximately four times more stable than erbstatin in calf serum. Inhibition of EGFR-associated tyrosine kinase by erbstatin analog in EGFR-overexpressing NIH3T3 cells blocked phenotypic changes in the cells mediated through EGFR activity and delayed EGF-induced DNA synthesis, suggesting use of erbstatin analog as a modifier of EGFR-related malignant phenotypic changes of cells. Erbstatin analog is demonstrated to inhibit autophosphorylation of EGFR and the parent compound is described to inhibit autophosphorylation of the oncogene product p60src in A431 cells. Inhibition of thrombin- and thapsigargin- (sc-24017) induced actin polymerization by erbstatin analog is also described, mediated through inhibition of tyrosine kinases and inhibitory towards store-mediated Ca2+ entry. Erbstatin analog has been further employed as a general inhibitor of tyrosine kinases to identify their activity in various biological processes.


References

1. Imoto, M., et al. 1987. Biochem. Int. 15: 989-995. PMID: 3501720
2. Umezawa, K., et al. 1990. FEBS Lett. 260: 198-200. PMID: 2298299
3. Umezawa, K., et al. 1992. FEBS Lett. 314: 289-292. PMID: 1468560
4. Jinsi, A. and Deth, R.C. 1995. Eur. J. Pharmacol. 277: 29-34. PMID: 7635170
5. Koch, J.A., et al. 1996. Biochem. Biophys. Res. Commun. 225: 531-536. PMID: 8753796
6. Rosado, J.A., et al. 2000. Biochem. J. 351: 429-437. PMID: 11023829

Physical State :
Solid
Solubility :
Soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), methanol, acetone, and 0.1 N NaOH.
Storage :
Store at room temperature
Melting Point :
181-183° C
Boiling Point :
~400.7° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.63
IC50 :
Tryosine protein kinase: IC50 = 0.77 mM; epidermal growth factor receptor-associated tyrosine kinase: IC50 = 780 nM; EGFR tyrosine kinase : IC50 = 0.14 µg/ml; EGF-stimulated growth: IC50 = 0.5 µg/ml
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5353609
MDL Number :
MFCD00132932
SMILES :
COC(=O)C=CC1=C(C=CC(=C1)O)O

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Erbstatin Analog  Product Citations

See how others have used Erbstatin Analog. Click on the entry to view the PubMed entry .

Citations 1 to 4 of 4 total

PMID: # 23058855  Goswami, R. et al. 2012. Antiviral Research. 96: 296-304.

PMID: # 15028718  Tong, Q. et al. 2004. J. Biol. Chem. 279: 22654-22663.

PMID: # 7929233  Reddy, SA. et al. 1994. J. Biol. Chem. 269: 25369-25372.

PMID: # 7693711  Han, J. et al. 1993. J. Biol. Chem. 268: 25009-25014.

Citations 1 to 4 of 4 total
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Rated 5 out of 5 by from Goswami et al Goswami et al. (PubMed ID 23058855) used Erbstatin analog, an epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor, to identify the role of several kinases in Epstein-Barr virus replication. -SCBT Publication Review
Date published: 2015-07-17
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