A complex mixture of ionophores
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Enniatin Complex

Item No. 9002040

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
11113-62-5
Molecular Formula
C33H57N3O9 (for B)
Formula Weight
639.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C(O[C@H](C(C)C)C(N([C@H](C(O[C@@H](C(N([C@H](C(O[C@@H]1C(C)C)=O)C(C)C)C)=O)C(C)C)=O)C(C)C)C)=O)[C@H](C(C)C)N(C)C1=O.O=C(O[C@H](C(C)C)C(N([C@H](C(O[C@@H](C(N([C@H](C(O[C@@H]2C(C)C)=O)[C@@H](CC)C)C)=O)C(C)C)=O)[C@H](C)CC)C)=O)[C@H]([C@@H](CC)C)N(C)C2
InChi Code
InChI=1S/4C36H63N3O9.2C35H61N3O9.C34H59N3O9.C33H57N3O9/c1-19(2)16-25-34(43)46-29(23(9)10)32(41)38(14)27(18-21(5)6)36(45)48-30(24(11)12)33(42)39(15)26(17-20(3)4)35(44)47-28(22(7)8)31(40)37(25)13;2*1-16-23(11)26-35(44)47-28(20(5)6)31(40)37(13)25(18-19(
InChi Key
LMCAJZLZVIEWEY-OYAOKKKXSA-N
Origin
Fungus/Fusarium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Enniatin complex is a mixture of cyclohexadepsipeptides, commonly isolated from fungi, that act as ionophores, forming pores in cellular membranes to allow selective ion transport.1,2 The complex typically contains the major components: A (Item No. 17456), A1 (Item No. 17457), B (Item No. 15382), and B1 (Item No. 17245) together with minor amounts of enniatin C, D, E, and F.1 Enniatins exhibit antimicrobial activity against a variety of eukaryotic and prokaryotic genera, inhibit acyl-CoA:cholesterol acyltranferase, and induce apoptosis in several cancer lines.1,3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sy-Cordero, A.A., Pearce, C.J., and Oberlies, N.H. Revisiting the enniatins: A review of their isolation, biosynthesis, structure determination and biological activities. J. Antibiot. (Tokyo) 65(11), 541-549 (2012).

    2. Kamyar, M.R., Rawnduzi, P., Studenik, C.R., et al. Investigation of the electrophysiological properties of enniatins. Arch. Biochem. Biophys. 429(2), 215-223 (2004).

    3. Tomoda, H., Huang, X.H., Cao, J., et al. Inhibition of acyl-CoA: Cholesterol acyltransferase activity by cyclodepsipeptide antibiotics. J. Antibiot. (Tokyo) 45(10), 1626-1632 (1992).

    4. Wätjen, W., Debbab, A., Hohlfeld, A., et al. 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. Mol. Nutr. Food Res. 53(4), 431-440 (2009).

    5. Dornetshuber, R., Heffeter, P., Kamyar, M.R., et al. Enniatin exerts p53-dependent cytostatic and p53-independent cytotoxic activities against human cancer cells. Chem. Res. Toxicol. 20(3), 465-473 (2007).

    6. Hiraga, K., Yamamoto, S., Fukuda, H., et al. Enniatin has a new function as an inhibitor of Pdr5p, one of the ABC transporters in Saccharomyces cerevisiae. Biochem. Bioph. Res. Commun. 328(4), 1119-1125 (2005).