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AdipoGen Life Sciences
Enniatin B1
210
CHF
CHF 210.00
In stock
AG-CN2-0480-M0011 mgCHF 210.00
| Product Details | |
|---|---|
| Synonyms | 2-(N-Methyl-L-isoleucine)enniatin B |
| Product Type | Chemical |
| Properties | |
| Formula |
C34H59N3O9 |
| MW | 653.9 |
| Merck Index | 14: 3585 |
| CAS | 19914-20-6 |
| Source/Host Chemicals | Isolated from fungus Fusarium sp. |
| Purity Chemicals | ≥96% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in DMSO, ethanol, methanol or DMF. Almost insoluble in water. |
| InChi Key | UQCSETXJXJTMKO-UMURLBKASA-N |
| 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 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- 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.
Product 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)
- Toxigenicity of enniatins from Western Australian Fusarium species to brine shrimp (Artemia franciscana): D.C. Tan, et al.; Toxicon 57, 817 (2011)
- Revisiting the enniatins: a review of their isolation, biosynthesis, structure determination and biological activities: A.A. Sy-Cordero, et al.; J. Antibiot. 65, 541 (2012)
- Quantitative determination of the Fusarium mycotoxins beauvericin, enniatin A, A1, B and B1 in pig plasma using high performance liquid chromatography-tandem mass spectrometry: M. Devreese, et al.; Talanta 106, 212 (2013)
- Pilot toxicokinetic study and absolute oral bioavailability of the Fusarium mycotoxin enniatin B1 in pigs: M. Devreese, et al.; Food Chem. Toxicol. 63, 161 (2014)
- Enniatin A1, enniatin B1 and beauvericin on HepG2: Evaluation of toxic effects: A. Juan-Garcia, et al.; Food Chem. Toxicol. 84, 188 (2015)
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