130 CHF CHF 130.00
AG-CN2-0118-C250250 µgCHF 130.00
AG-CN2-0118-M0011 mgCHF 420.00
|Synonyms||Koningic acid; Avocettin; FO-4443; BRN 5091359; HPA|
|CAS||57710-57-3 (74310-84-2 deleted)|
|Source/Host Chemicals||Isolated from Trichoderma sp.|
|Purity Chemicals||≥95% (HPLC)|
|Solubility||Soluble in DMSO (10mg/ml), ethanol (1mg/ml), methanol (1mg/ml) or water (1mg/ml).|
|Shipping and Handling|
|Short Term Storage||+4°C|
|Long Term Storage||-20°C|
|Handling Advice||Keep cool and dry.|
|Use/Stability||Stable for at least 3 years after receipt when stored at -20°C.|
|Product Specification Sheet|
- Antibiotic [1, 2].
- Potent selective glyceraldehyde 3-phosphate dehydrogenase (GAPDH) inhibitor. Binds to the essential Cys149 residue in the catalytic site of GAPDH [3-7, 10, 11].
- Anticancer compound . Selectively kills high-glycolytic cancer cells through glucose-dependent active ATP deprivation .
- Antimalarial .
- Apoptosis inhibitor. DNA fragmentation and caspase-3 activation inhibitor [13,16].
- Selective and competitive inhibitor of mammalian DNA polymerases beta, lambda and terminal deoxynucleotidyl transferase (TdT) in family X of pols .
- Reduces lactate secretion and causes reductions in overall protein synthesis and production of IFN-α and TNF.
- A new sesquiterpene antibiotic, heptelidic acid producing organisms, fermentation, isolation and characterization: Y. Itoh, et al.; J. Antibiot. (Tokyo) 33, 468 (1980)
- Structure of heptelidic acid, a new sesquiterpene antibiotic from fungi: Y. Itoh, et al.; J. Antibiot. (Tokyo) 33, 525 (1980)
- Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid): A. Endo, et al.; J. Antibiot. (Tokyo) 38, 920 (1985)
- Inactivation of rabbit muscle glyceraldehyde-3-phosphate dehydrogenase by koningic acid: K. Sakai, et al.; Biochim. Biophys. Acta 952, 297 (1988)
- Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase: K. Sakai, et al.; Biochim. Biophys. Acta 1077, 192 (1991)
- Koningic acid (heptelidic acid) inhibition of glyceraldehyde-3-phosphate dehydrogenases from various sources: M. Kato, et al.; Biochim. Biophys. Acta 1120, 113 (1992)
- Glyceraldehyde-3-phosphate dehydrogenase is required for the transport of nitric oxide in platelets: B. McDonald, et al.; PNAS 90, 11122 (1993)
- Antitumor activity of heptelidic acid chlorohydrin: J. Kawashima, et al.; J. Antibiot. (Tokyo) 47, 1562 (1994)
- Antimalarial activity of radicicol, heptelidic acid and other fungal metabolites: Y. Tanaka, et al.; J. Antibiot. (Tokyo) 51, 153 (1998)
- Glyceraldehyde-3-phosphate dehydrogenase activity as an independent modifier of methylglyoxal levels in diabetes: P.J. Beisswenger, et al.; Biochim. Biophys. Acta 1637, 98 (2003)
- D-Glyceraldehyde causes production of intracellular peroxide in pancreatic islets, oxidative stress, and defective beta cell function via non-mitochondrial pathways: H. Takahashi, et al.; J. Biol. Chem. 279, 37316 (2004)
- Glucose-dependent active ATP depletion by koningic acid kills high-glycolytic cells: S. Kumagai, et al.; BBRC 365, 362 (2008)
- Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells: J.H. Kim & C.H. Lee; J. Microbiol. Biotechnol. 19, 787 (2009)
- Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases: Y. Yamaguchi, et al.; Biosci. Biotechnol. Biochem. 74, 793 (2010)
- Rapid effector function of memory CD8+ T cells requires an immediate-early glycolytic switch: P. M. Gubser, et al.; Nat. Immunol. 14, 1064 (2013)
- The immune-metabolic basis of effector memory CD4+ T cell function under hypoxic conditions: S. Dimeloe, et al.; J. Immunol. 196, 106 (2016)
- ATP produced by anaerobic glycolysis is essential for enucleation of human erythroblasts: T. Goto, et al.; Exp. Hematol. 72, 14 (2019)
- Probiotic Aspergillus oryzae produces anti-tumor mediator and exerts anti-tumor effects in pancreatic cancer through the p38 MAPK signaling pathway: H. Konishi, et al.; Nat. Sci. Rep. 11, 11070 (2021)
- Plasmacytoid dendritic cell activation is dependent on coordinated expression of distinct amino acid transporters: K.M. Grzes, et al.; Immunity 54, 2514 (2021)
- Probiotic-derived heptelidic acid exerts antitumor effects on extraintestinal melanoma through glyceraldehyde-3-phosphate dehydrogenase activity control: S. Isozaki, et al.; BMC Microbiol. 22, 110 (2022)