EGCG

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Cat.No. 4524 - EGCG | C22H18O11 | CAS No. 989-51-5
Description: β-secretase inhibitor; inhibits amyloid assembly
Alternative Names: Epigallocatechin gallate
Chemical Name: 3,4,5-Trihydroxybenzoic acid (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Reviews
Literature

Biological Activity

β-secretase (BACE1) inhibitor (IC50 = 1.6 μM); inhibits amyloid assembly. Inhibits the formation of amyloid fibrils by proteins such as Aβ, α-synuclein and huntingtin. Reduces Aβ42-induced cell death in three different cell types. Also inhibits glutamate dehydrogenase. Inhibits cell growth and selectively induces apoptosis in A431 and human pancreatic cancer cells. Also a DNMT1 inhibitor.

Compound Libraries

EGCG is also offered as part of the Tocriscreen Epigenetics Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 458.37
Formula C22H18O11
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 989-51-5
PubChem ID 65064
InChI Key WMBWREPUVVBILR-WIYYLYMNSA-N
Smiles O=C(C4=CC(O)=C(O)C(O)=C4)O[C@@H]2CC1=C(O)C=C(O)C=C1O[C@@H]2[C@]3=CC(O)=C(O)C(O)=C3

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 4.58 10
ethanol 45.84 100

Preparing Stock Solutions

The following data is based on the product molecular weight 458.37. Batch specific molecular weights may vary from batch to batch due to solvent 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 2.18 mL 10.91 mL 21.82 mL
5 mM 0.44 mL 2.18 mL 4.36 mL
10 mM 0.22 mL 1.09 mL 2.18 mL
50 mM 0.04 mL 0.22 mL 0.44 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the biological activity of the product.

Jeon et al (2003) Green tea catechins as a BACE1 (β-secretase) inhibitor. Bioorg.Med.Chem.Lett. 13 3905 PMID: 14592472

Sinha et al (2012) Comparison of three amyloid assembly inhibitors: the sugar scyllo-inositol, the polyphenol epigallocatechin gallate, and the molecular tweezer CLR01. ACS Chem.Neurosci. 3 451 PMID: 22860214

Ahmad et al (2000) Green tea polyphenol epigallocatechin-3-gallate differentially modulates nuclear factor κB in cancer cells versus normal cells. Ach.Biochem.Biophys. 376 338 PMID: 10775421

Shankar et al (2008) EGCG inhibits growth, invasion, angiogenesis and metastastasis of pancreatic cancer. Front.Biosci. 13 440 PMID: 17981559

Lee et al (2005) Mechanisms for the inhibition of DNA methyltransferases by tea catechins and bioflavonoids. Mol.Pharmacol. 68 1018 PMID: 16037419

Yang et al (2009) Glioblastoma cells require glutamate dehydrogenase to survive impairments of glucose metabolism or Akt signaling. Cancer Res. 69 7986 PMID: 19826036


If you know of a relevant reference for EGCG, please let us know.

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1 Citation for EGCG

Citations are publications that use Tocris products. Selected citations for EGCG include:

Eom et al (2015) Synergistic effect of curcumin on epigallocatechin gallate-induced anticancer action in PC3 prostate cancer cells. Allergy Asthma Immunol Res 48 461 PMID: 25441423


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Literature in this Area

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