A bacterial metabolite with mycotoxin inhibitory activity
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Dioctatin A (hydrochloride)

Item No. 37795

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(3S)-3-[[(2R,3S)-3-amino-2-methyl-1-oxooctyl]amino]-1-oxooctyl]amino]-2-butenoic acid, monohydrochloride
Synonyms
  • DotA
Molecular Formula
C21H39N3O4 • HCl
Formula Weight
434.0
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble (when acidic)Methanol: Soluble (when acidic)Water: Soluble (when acidic)
SMILES
O=C(NC(C(O)=O)=CC)C[C@H](CCCCC)NC([C@H](C)[C@@H](N)CCCCC)=O.Cl
InChi Code
InChI=1S/C21H39N3O4.ClH/c1-5-8-10-12-16(14-19(25)24-18(7-3)21(27)28)23-20(26)15(4)17(22)13-11-9-6-2;/h7,15-17H,5-6,8-14,22H2,1-4H3,(H,23,26)(H,24,25)(H,27,28);1H/t15-,16+,17+;/m1./s1
InChi Key
VNHFIZNJWCQFKH-LPZNKSAJSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $516

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    Product Description

    Dioctatin A is a bacterial metabolite that has been found in Streptomyces and has mycotoxin inhibitory activity.1 It inhibits the production of aflatoxin and norsolorinic acid, a biosynthetic precursor of aflatoxin, in A. parasiticus (IC50s = 4 and 0.8 µM, respectively) but does not inhibit mycelial growth of A. parasiticus when used at a concentration of 50 µM. Dioctatin A (50 µM) decreases the mRNA expression of genes encoding aflatoxin biosynthetic enzymes and increases the production of the fungal metabolite kojic acid (Item No. 22712) in A. parasiticus. It inhibits the production of the mycotoxin sterigmatocystin (Item No. 11441) in A. nidulans (IC50 = 0.3 µM) and the conidiation of A. parasiticus and A. nidulans when used at a concentration of 50 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yoshinari, T., Akiyama, T., Nakamura, K., et al. Dioctatin A is a strong inhibitor of aflatoxin production by Aspergillus parasiticus. Microbiology (Reading) 153(Pt 8), 2774-2780 (2007).