Molecular structure of Heptelidic acid, CAS Number: 74310-84-2
Heptelidic acid (CAS 74310-84-2)
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Alternate Names:
Heptelidic acid is also known as Koningic acid.
Application:
Heptelidic acid is a potent, selective, and irreversible inhibitor of GAPDH and certain DNA polymerases.
CAS Number:
74310-84-2
Molecular Weight:
280.32
Molecular Formula:
C15H20O5
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
Heptelidic acid is a compound widely used in research for its ability to inhibit certain biochemical processes. In the study of molecular biology, heptelidic acid is particularly noted for its role as a selective inhibitor of eukaryotic RNA polymerase II, an enzyme critical for messenger RNA synthesis. This property makes heptelidic acid useful for investigating gene expression regulation. Additionally, it is utilized in enzymology research to probe the function and structure of RNA polymerase II. In agriculture, research involving heptelidic acid focuses on its efficacy in inhibiting fungal growth and its possible mechanisms of action. This research is aimed at exploring new methods to protect crops from fungal pathogens. Moreover, heptelidic acid is also involved in studies related to its impact on certain signaling pathways within cells, which can be relevant for understanding complex cellular responses to environmental stimuli.
Heptelidic acid (CAS 74310-84-2) References
- Glucose-dependent active ATP depletion by koningic acid kills high-glycolytic cells. | Kumagai, S., et al. 2008. Biochem Biophys Res Commun. 365: 362-8. PMID: 17997978
- Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells. | Kim, JH. and Lee, CH. 2009. J Microbiol Biotechnol. 19: 787-91. PMID: 19734716
- Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase. | Sakai, K., et al. 1991. Biochim Biophys Acta. 1077: 192-6. PMID: 2015292
- Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases. | Yamaguchi, Y., et al. 2010. Biosci Biotechnol Biochem. 74: 793-801. PMID: 20378979
- Two glyceraldehyde-3-phosphate dehydrogenase isozymes from the koningic acid (heptelidic acid) producer Trichoderma koningii. | Sakai, K., et al. 1990. Eur J Biochem. 193: 195-202. PMID: 2226438
- Furan, phenolic, and heptelidic acid derivatives produced by Aspergillus oryzae. | Lee, M., et al. 2016. Food Sci Biotechnol. 25: 1259-1264. PMID: 30263403
- Identification of a gene cluster for biosynthesis of the sesquiterpene antibiotic, heptelidic acid, in Aspergillus oryzae. | Shinohara, Y., et al. 2019. Biosci Biotechnol Biochem. 83: 1506-1513. PMID: 30466366
- 4-Octyl itaconate inhibits aerobic glycolysis by targeting GAPDH to exert anti-inflammatory effects. | Liao, ST., et al. 2019. Nat Commun. 10: 5091. PMID: 31704924
- Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573. | Miyano, R., et al. 2020. J Biosci Bioeng. 129: 508-513. PMID: 31837993
- Expression of a heptelidic acid-insensitive recombinant GAPDH from Trichoderma virens, and its biochemical and biophysical characterization. | Pachauri, S., et al. 2020. Protein Expr Purif. 175: 105697. PMID: 32681951
- Deletion of the Trichoderma virens NRPS, Tex7, induces accumulation of the anti-cancer compound heptelidic acid. | Taylor, JT., et al. 2020. Biochem Biophys Res Commun. 529: 672-677. PMID: 32736691
- Evaluation of heptelidic acid as a potential inhibitor for tau aggregation-induced Alzheimer's disease and associated neurotoxicity. | Zhang, L., et al. 2021. Int J Biol Macromol. 183: 1155-1161. PMID: 33971235
- Biosynthesis of the fungal glyceraldehyde-3-phosphate dehydrogenase inhibitor heptelidic acid and mechanism of self-resistance. | Yan, Y., et al. 2020. Chem Sci. 11: 9554-9562. PMID: 34094220
- Dual role of a dedicated GAPDH in the biosynthesis of volatile and non-volatile metabolites- novel insights into the regulation of secondary metabolism in Trichoderma virens. | Bansal, R., et al. 2021. Microbiol Res. 253: 126862. PMID: 34563853
- Probiotic-derived heptelidic acid exerts antitumor effects on extraintestinal melanoma through glyceraldehyde-3-phosphate dehydrogenase activity control. | Isozaki, S., et al. 2022. BMC Microbiol. 22: 110. PMID: 35459092
- Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid). | Endo, A., et al. 1985. J Antibiot (Tokyo). 38: 920-5. PMID: 4030504
Inhibitor of:
Apoptosis, DNA pol beta, DNA pol lambda, GAPDH, and TdT.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Heptelidic acid, 250 µg | sc-391051A | 250 µg | $190.00 | |||
Heptelidic acid, 1 mg | sc-391051 | 1 mg | $475.00 |