Molecular structure of Terreic Acid, CAS Number: 121-40-4
Terreic Acid (CAS 121-40-4)
Alternate Names:
(1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
Application:
Terreic Acid is an inhibitor of the catalytic activity of BTK
CAS Number:
121-40-4
Purity:
99%
Molecular Weight:
154.12
Molecular Formula:
C7H6O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
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.
Terreic Acid (CAS 121-40-4) References
- Terreic acid, a quinone epoxide inhibitor of Bruton's tyrosine kinase. | Kawakami, Y., et al. 1999. Proc Natl Acad Sci U S A. 96: 2227-32. PMID: 10051623
- Modulation of the Fcepsilon receptor I signaling by tyrosine kinase inhibitors: search for therapeutic targets of inflammatory and allergy diseases. | Lusková, P. and Dráber, P. 2004. Curr Pharm Des. 10: 1727-37. PMID: 15180535
- An improved mouse model of atopic dermatitis and suppression of skin lesions by an inhibitor of Tec family kinases. | Kawakami, Y., et al. 2007. Allergol Int. 56: 403-9. PMID: 17713360
- The fungal product terreic acid is a covalent inhibitor of the bacterial cell wall biosynthetic enzyme UDP-N-acetylglucosamine 1-carboxyvinyltransferase (MurA) . | Han, H., et al. 2010. Biochemistry. 49: 4276-82. PMID: 20392080
- Differential antibacterial properties of the MurA inhibitors terreic acid and fosfomycin. | Olesen, SH., et al. 2014. J Basic Microbiol. 54: 322-6. PMID: 23686727
- Molecular genetic characterization of terreic acid pathway in Aspergillus terreus. | Guo, CJ., et al. 2014. Org Lett. 16: 5250-3. PMID: 25265334
- Combining UHPLC-High Resolution MS and Feeding of Stable Isotope Labeled Polyketide Intermediates for Linking Precursors to End Products. | Klitgaard, A., et al. 2015. J Nat Prod. 78: 1518-25. PMID: 26132344
- Escherichia coli N-Acetylglucosamine-1-Phosphate-Uridyltransferase/Glucosamine-1-Phosphate-Acetyltransferase (GlmU) Inhibitory Activity of Terreic Acid Isolated from Aspergillus terreus. | Sharma, R., et al. 2016. J Biomol Screen. 21: 342-53. PMID: 26762501
- Genome-Wide Expression Profiles Drive Discovery of Novel Compounds that Reduce Binge Drinking in Mice. | Ferguson, LB., et al. 2018. Neuropsychopharmacology. 43: 1257-1266. PMID: 29251283
- Heterologous pathway assembly reveals molecular steps of fungal terreic acid biosynthesis. | Kong, C., et al. 2018. Sci Rep. 8: 2116. PMID: 29391515
- Stereochemistry of the epoxydon group antibiotic G7063-2 isolated from a Streptomyces species HPL Y-25711. | Reddy, GC., et al. 1984. J Antibiot (Tokyo). 37: 1596-9. PMID: 6526728
- In vivo and in vitro studies on the binding nature of terreic acid with macromolecules such as protein and nucleic acids. | Subramanian, T., et al. 1982. Toxicol Lett. 10: 249-53. PMID: 7080093
- G7063-2, a new nitrogen-containing antibiotic of the epoxydon group, isolated from the fermentation broth of a species of Streptomyces. | Noble, M., et al. 1977. J Antibiot (Tokyo). 30: 455-9. PMID: 885806
Inhibitor of:
Btk.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Terreic Acid, 1 mg | sc-200655 | 1 mg | $106.00 | |||
Terreic Acid, 5 mg | sc-200655A | 5 mg | $421.00 |