Terreic Acid An inhibitor of the catalytic activity of BTK

Terreic Acid (CAS 121-40-4)

Terreic Acid | CAS 121-40-4 is rated 5.0 out of 5 by 2.
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Synonym: (1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
Application: An inhibitor of the catalytic activity of BTK
CAS Number: 121-40-4
Purity: 99%
Molecular Weight: 154.12
Molecular Formula: C7H6O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Terreic acid is a metabolite that displays antibiotic properties. Terreic Acid has been found to covalently inhibit UDP-N-Acetylglucosamine 1-Carboxyvinyltransferase (MurA), a bacterial cell wall biosynthetic enzyme. This compound has also been found to inhibit the catalytic activity of BTK (Bruton's tyrosine kinase) and the interaction of Btk with protein kinase C beta type (PKCβII) without affecting the activity of PKC. Terreic Acid is useful to study BTK's role in cellular signaling.


References

1. Lusková, P., et al. 2004. Curr. Pharm. Des. 10: 1727-1737. PMID: 15180535
2. Han, H., et al. 2010. Biochemistry. 49: 4276-4782. PMID: 20392080
3. Kawakami, Y., et al. 1999. Proc. Natl. Acad. Sci. U.S.A. 96: 2227-2232. PMID: 10051623

Physical State :
Solid
Solubility :
Soluble in water (3 mg/ml with warming and stirring).
Storage :
Store at -20° C
Melting Point :
127° C
Boiling Point :
333.56° C at 760 mmHg
Density :
1.61 g/cm3
Refractive Index :
n20D 1.62
IC50 :
interaction between PKCbII and BTK : IC50 = ~ 30 mM; BTK catalytic activity: IC50 = 10 µM; interaction between the BTK-PH and PKC: IC50 = ~ 100 µM (human mast cell lysates); BTK basal and activation levels: IC50 = 3 µM; autophosphorylating activity of PKCβI: IC50 = ~ 8 µM; TNF-α: IC50 = ~ 3 µM (FcεRI-stimulated mast cells); activation of JNK1: IC50 = ~ 10 µM (FcεRI-stimulated mast cells); DNA synthesis: IC50 = ~ 1.5 µM (activated spleen cells)
pK Values :
pKa: 4.5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
RN8925000
PubChem CID :
91437
SMILES :
CC1=C(C(=O)C2C(C1=O)O2)O

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Certificate of Analysis

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Rated 5 out of 5 by from The quality is great I buied it a 3 weeks ago, the quality is great, and the service is nice. I'll still chose it next time
Date published: 2016-11-03
Rated 5 out of 5 by from Kawakami et al Kawakami et al. (PubMed ID 10051623) found that terreic acid inhibited the enzymatic activity of Bruton's tyrosine kinase in mast cells and cell-free assays. -SCBT Publication Review
Date published: 2015-01-09
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