Chemical Structure
Chemical Structure
Enniatin B1 [19914-20-6]
AG-CN2-0480
Overview
- SupplierAdipoGen Life Sciences
- Product NameEnniatin B1
- Delivery Days Customer10
- CAS Number19914-20-6
- CertificationResearch Use Only
- Estimated Purity>96%
- Hazard InformationWarning
- Molecular FormulaC34H59N3O9
- Molecular Weight653.9
- Scientific DescriptionChemical. CAS: 19914-20-6. Formula: C34H59N3O9. MW: 653.9. Isolated from fungus Fusarium sp. Cyclohexadepsipeptide mycotoxin. One of four major analogs in the enniatin complex. Commonly found food contaminant in cereals and their products. Ionophore antibiotic. Incorporation into the cell membrane forms dimeric structures that transport monovalent ions across the membrane (especially the mitochondrial membranes) affecting oxidative phosphorylation uncoupling. Anticancer compound. Triggers apoptosis in several cancer cell lines, decreasing the activation of the cell proliferation kinase, ERK (p44/p42). Moderate inhibitor of ACAT (acylcoenzyme A:cholesterolacyl transferase). Inhibitor of the pleiotropic drug resistance protein 5 (Pdr5p) in yeast. Shown to have a variety of other biological activities such as antifungal, anthelmintic, insecticidal, immunomodulatory and phytotoxic activity. - Cyclohexadepsipeptide mycotoxin. One of four major analogs in the enniatin complex. Commonly found food contaminant in cereals and their products. Ionophore antibiotic. Incorporation into the cell membrane forms dimeric structures that transport monovalent ions across the membrane (especially the mitochondrial membranes) affecting oxidative phosphorylation uncoupling. Anticancer compound. Triggers apoptosis in several cancer cell lines, decreasing the activation of the cell proliferation kinase, ERK (p44/p42). Moderate inhibitor of ACAT (acylcoenzyme A:cholesterolacyl transferase). Inhibitor of the pleiotropic drug resistance protein 5 (Pdr5p) in yeast. Shown to have a variety of other biological activities such as antifungal, anthelmintic, insecticidal, immunomodulatory and phytotoxic activity.
- SMILES[H][C@@]1([C@@H](C)CC)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C
- Storage Instruction-20°C,2°C to 8°C
- UNSPSC12352200
References
- Structure of the K+ complex with enniatin B, a macrocyclic antibiotic with K+ transport properties: M. Dobler, et al.; J. Mol. Biol. 42, 603 (1969)
- A comparison of beauvericin, enniatin and valinomycin as calcium transporting agents in liposomes and chromatophores: R.C. Prince, et al.; BBRC 59, 697 (1974)
- Inhibition of acyl-CoA: Cholesterol acyltransferase activity by cyclodepsipeptide antibiotics: H. Tomoda, et al.; J. Antibiot. (Tokyo) 45, 1626 (1992)
- Investigation of the electrophysiological properties of enniatins: M. Kamyar, et al.; Arch. Biochem. Biophys. 429, 215 (2004)
- Enniatin has a new function as an inhibitor of Pdr5p, one of the ABC transporters in Saccharomyces cerevisiae: K. Hiraga, et al.; BBRC 328, 1119 (2005)
- Cytotoxicity of enniatins A, A1, B, B1, B2 and B3 from Fusarium avenaceum: L. Ivanova, et al.; Toxicon 47, 868 (2006)
- Enniatin exerts p53-dependent cytostatic and p53-independent cytotoxic activities against human cancer cells: R. Dornetshuber, et al.; Chem. Res. Toxicol. 20, 465 (2007)
- Emerging Fusarium-mycotoxins fusaproliferin, beauvericin, enniatins, and moniliformin - a review: M. Jestoi; Crit. Rev. Food Sci. Nutr. 48, 21 (2008)
- Oxidative stress and DNA interactions are not involved in Enniatin- and Beauvericin-mediated apoptosis induction: R. Dornetshuber, et al.; Mol. Nutr. Food Res. 53, 1112 (2009)
- Enniatins A1, B and B1 from an endophytic strain of Fusarium tricinctum induce apoptotic cell death in H4IIE hepatoma cells accompanied by inhibition of ERK phosphorylation: W. Waetjen, et al.; Mol. Nutr. Food Res. 53, 431 (2009)