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Deoxynivalenol (Synonyms: 4-deoxy Nivalenol)

Catalog No.GC12969

Deoxinivalenol (DON) es un metabolito secundario de alta toxicidad producido por Fusarium graminearum.

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Deoxynivalenol Chemical Structure

Cas No.: 51481-10-8

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1mg
126,00 $
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5mg
440,00 $
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Sample solution is provided at 25 µL, 10mM.

Description of Deoxynivalenol

Deoxynivalenol (DON) is a high-toxicity secondary metabolite produced by Fusarium graminearum. It is one of the most common mycotoxins in grains, foods and feeds.[1] deoxynivalenol, as an inhibitor of protein synthesis and as an immunomodulator, can reduce feed intake and mass gain in pigs.[3]

In vitro experiment it shown that treatment with 5 µM deoxynivalenol for 8 h in Pig jejunal cells has the time and dose dependent toxicity responses. In the meanwhile, pig jejunal cells also indicated reduced total cell counts and increased lactate dehydrogenase release after 48 h DON exposure with 0–10 µM. In IPEC-J2 cells, treatment with 20 µM deoxynivalenol at 4, 8, 12 and 24 h also significantly decreased the TEER (trans-epithelial electrical resistance) value.[2] In vitro efficacy study showed that neither 16 μM DOM-1 nor DON concentrations up to 0.4 μM affected the viability of the cells cultivated in medium or ConA. treatment with 0.8 μM deoxynivalenol for cells cultivated in medium significantly increased the count of dead cells, which was even higher at 1.6 μM.[4]

In vivo test demonstrated that mice orally 0.5 to12.5 mg/kg body weight deoxynivalenol decreased liver IGFALS mRNA levels, while 0.1 mg/kg body weight deoxynivalenol is without effect.[3]

References:
[1].Wu S, et al. Detoxification of DON by photocatalytic degradation and quality evaluation of wheat. RSC Adv. 2019 Oct 25;9(59):34351-34358.
[2].Thapa A, et al. Deoxynivalenol and Zearalenone-Synergistic or Antagonistic Agri-Food Chain Co-Contaminants? Toxins (Basel). 2021 Aug 11;13(8):561.
[3].Pestka JJ. Deoxynivalenol-induced proinflammatory gene expression: mechanisms and pathological sequelae. Toxins (Basel). 2010 Jun;2(6):1300-17.
[4].Vatzia E, et al. Deoxynivalenol Affects Proliferation and Expression of Activation-Related Molecules in Major Porcine T-Cell Subsets. Toxins (Basel). 2019 Nov 5;11(11):644.

Protocol of Deoxynivalenol

Cell experiment [1]:

Cell lines

PBMC

Preparation Method

Cells were either cultivated in medium or stimulated and cultivated with ConA (3 µg/mL) in the presence or absence of different deoxynivalenol (DON) concentrations (0.1, 0.2, 0.4, 0.8, and 1.6 µM) and a single deepoxy-deoxynivalenol (DOM-1) concentration (16 µM) at 37 °C for four days. Harvested PBMCs were subjected to flow cytometry, gated according to light scatter properties (pseudocolor plots), and analyzed in histograms for fluorescence intensity of a live/dead dye.

Reaction Conditions

0.1, 0.2, 0.4, 0.8, and 1.6 µM, 37°C for four days

Applications

For DOM-1, this 10-fold higher concentration of the maximum concentration of deoxynivalenol (i.e., 1.6 µM) was chosen based on pilot experiments showing that a deoxynivalenol concentration of 1.6 µM completely abolished ConA-induced proliferation.

Animal experiment [2]:

Animal models

The experiment pigs

Preparation Method

Blood samples were taken from portal and jugular catheter of deoxynivalenol-fed (4.59 mg/kg) and CON-fed (4.59 mg/kg) animals 30 min before infusion of LPS, and initial LPS level was quantified in serum

Dosage form

4.59 mg/kg, p.o.

Applications

Numerically higher LPS concentrations were found in portal serum (efferent blood stream from intestine) in comparison to jugular samples in both CON and deoxynivalenol -fed animals.

References:

[1].Vatzia E, et al. Deoxynivalenol Affects Proliferation and Expression of Activation-Related Molecules in Major Porcine T-Cell Subsets. Toxins (Basel). 2019 Nov 5;11(11):644.

[2].Kahlert S, et al. Effects of deoxynivalenol-feed contamination on circulating LPS in pigs. Innate Immun. 2019 Apr;25(3):168-175.

Chemical Properties of Deoxynivalenol

Cas No. 51481-10-8 SDF
Sinónimos 4-deoxy Nivalenol
Chemical Name (2R,2'S,3R,5R,5aR,6S,9aR)-3,6-dihydroxy-5a-(hydroxymethyl)-5,8-dimethyl-2,3,4,5,5a,6-hexahydrospiro[2,5-methanobenzo[b]oxepine-10,2'-oxiran]-7(9aH)-one
Canonical SMILES O[C@H]1[C@H]2O[C@H](C=C(C)C3=O)[C@@]([C@@H]3O)(CO)[C@](C1)(C)[C@@]24OC4
Formula C15H20O6 M.Wt 296.32
Solubility 30 mg/mL in ethanol & DMF, 25mg/mL in DMSO Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Deoxynivalenol

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.3747 mL 16.8737 mL 33.7473 mL
5 mM 0.6749 mL 3.3747 mL 6.7495 mL
10 mM 0.3375 mL 1.6874 mL 3.3747 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 37 reference(s) in Google Scholar.)

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