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Deoxynivalenol Sale

(Synonyms: 脱氧雪腐镰刀菌烯醇) 目录号 : GC12969

A trichothecene mycotoxin

Deoxynivalenol Chemical Structure

Cas No.:51481-10-8

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Sample solution is provided at 25 µL, 10mM.

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实验参考方法

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.

产品描述

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.

脱氧雪腐镰刀菌烯醇 (DON) 是禾谷镰刀菌产生的一种高毒性次级代谢产物。它是谷物、食品和饲料中最常见的霉菌毒素之一。[1]脱氧雪腐镰刀菌烯醇作为蛋白质合成抑制剂和免疫调节剂,可以降低猪的采食量和增重。 >[3]

体外实验表明,在猪空肠细胞中用 5 μM 脱氧雪腐镰刀菌烯醇处理 8 小时具有时间和剂量依赖性毒性反应。与此同时,猪空肠细胞也表明在暴露于 0-10 μM DON 48 小时后,总细胞计数减少,乳酸脱氢酶释放增加。在 IPEC-J2 细胞中,20 μM 脱氧雪腐镰刀菌烯醇在 4、8、12 和 24 h 处理也显着降低了 TEER(跨上皮电阻)值。[2] 体外药效研究表明16 μM DOM-1 和高达 0.4 μM 的 DON 浓度都不会影响在培养基或 ConA 中培养的细胞的活力。用 0.8 μM 脱氧雪腐镰刀菌烯醇处理培养基中培养的细胞可显着增加死细胞数量,在 1.6 μM 时甚至更高。[4]

体内试验表明,小鼠口服 0.5 至 12.5 mg/kg 体重的脱氧雪腐镰刀菌烯醇会降低肝脏 IGFALS mRNA 水平,而 0.1 mg/kg 体重的脱氧雪腐镰刀菌烯醇则没有效果。[3]

Chemical Properties

Cas No. 51481-10-8 SDF
别名 脱氧雪腐镰刀菌烯醇
化学名 (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
分子式 C15H20O6 分子量 296.32
溶解度 30 mg/mL in ethanol & DMF, 25mg/mL in DMSO 储存条件 Store at -20°C
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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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Research Update

Deoxynivalenol and Zearalenone-Synergistic or Antagonistic Agri-Food Chain Co-Contaminants?

Toxins (Basel)2021 Aug 11;13(8):561.PMID: 34437432DOI: 10.3390/toxins13080561

Deoxynivalenol (DON) and Zearalenone (ZEN) are two commonly co-occurring mycotoxins produced by members of the genus Fusarium. As important food chain contaminants, these can adversely affect both human and animal health. Critically, as they are formed prior to harvesting, their occurrence cannot be eliminated during food production, leading to ongoing contamination challenges. DON is one of the most commonly occurring mycotoxins and is found as a contaminant of cereal grains that are consumed by humans and animals. Consumption of DON-contaminated feed can result in vomiting, diarrhoea, refusal of feed, and reduced weight gain in animals. ZEN is an oestrogenic mycotoxin that has been shown to have a negative effect on the reproductive function of animals. Individually, their mode of action and impacts have been well-studied; however, their co-occurrence is less well understood. This common co-occurrence of DON and ZEN makes it a critical issue for the Agri-Food industry, with a fundamental understanding required to develop mitigation strategies. To address this issue, in this targeted review, we appraise what is known of the mechanisms of action of DON and ZEN with particular attention to studies that have assessed their toxic effects when present together. We demonstrate that parameters that impact toxicity include species and cell type, relative concentration, exposure time and administration methods, and we highlight additional research required to further elucidate mechanisms of action and mitigation strategies.

The biological detoxification of deoxynivalenol: A review

Food Chem Toxicol2020 Nov;145:111649.PMID: 32745571DOI: 10.1016/j.fct.2020.111649

Deoxynivalenol (DON), which is one of the most common mycotoxins produced by Fusarium species, is often found known to contaminated food and feed all around the world. It usually causes diarrhea, vomiting, and gastrointestinal inflammation in both humans and animals. At present, one promising method of dealing with this mycotoxin is to detoxify it biologically using microbes or enzymes. Some microorganisms have the ability to absorb or degrade mycotoxins before gastrointestinal absorption occurs. Many fungi and bacteria have been reported to be able to play a role in the biological detoxification of DON. In this review, the occurrence of DON in food and its toxic effects are presented and the mechanisms by which DON can be detoxified biologically are also discussed. Then, the progress made in detoxifying DON in recent years using fungi, bacteria, and enzymes is summarized in more detail. Future developments relating to DON detoxification are also evaluated. The overall purpose of this paper is to provide a reliable reference source for the biological detoxification of DON.

Melatonin protects against defects induced by deoxynivalenol during mouse oocyte maturation

J Pineal Res2018 Aug;65(1):e12477.PMID: 29453798DOI: 10.1111/jpi.12477

Deoxynivalenol (DON) is one of the most prevalent fusarium mycotoxins in feedstuff and food. DON causes detrimental effects on human and animal reproductive systems by inducing oxidative stress and apoptosis. However, melatonin is a multifunctional endogenous hormone that plays crucial roles in the development of animal germ cells and embryos as a robust deoxidizer. In this study, we explored the effects of melatonin on the DON exposure mouse oocytes. Our in vitro and in vivo results showed that DON adversely affected mouse oocyte maturation and early embryo cleavage, while melatonin administration ameliorated the toxic effects of DON. DON exposure disrupted the meiotic spindle formation and kinetochore-microtubule attachment, which induced aneuploidy in oocytes. This might be through DON effects on the acetylated tubulin level. Moreover, we found that DON exposure caused the alteration of DNA and histone methylation level, which might affect early embryo cleavage. The toxic effects of DON on oocytes might be through its induction of oxidative stress-mediated early apoptosis, while the treatment with melatonin significantly ameliorated these phenotypes in DON-exposed mouse oocytes. Collectively, our results indicated the protection effects of melatonin against defects induced by DON during mouse oocyte meiotic maturation.

Biosensors for Deoxynivalenol and Zearalenone Determination in Feed Quality Control

Toxins (Basel)2021 Jul 17;13(7):499.PMID: 34357971DOI: 10.3390/toxins13070499

Mycotoxin contamination of cereals used for feed can cause intoxication, especially in farm animals; therefore, efficient analytical tools for the qualitative and quantitative analysis of toxic fungal metabolites in feed are required. Current trends in food/feed analysis are focusing on the application of biosensor technologies that offer fast and highly selective and sensitive detection with minimal sample treatment and reagents required. The article presents an overview of the recent progress of the development of biosensors for deoxynivalenol and zearalenone determination in cereals and feed. Novel biosensitive materials and highly sensitive detection methods applied for the sensors and the application of these sensors to food/feed products, the limit, and the time of detection are discussed.

Deoxynivalenol as potential modulator of human steroidogenesis

J Appl Toxicol2018 Dec;38(12):1450-1459.PMID: 29611633DOI: 10.1002/jat.3623

Deoxynivalenol (DON) is a type B trichothecene, produced by the Fusarium species. Exposure to DON might cause disruptive effects such as reduced weight gain, neuroendocrine changes and immune modulation in animals (rats, dogs, pigs). There is huge concern that similar effects can be observed in humans. DON is a potential regulator of intracellular steroidogenesis. It is also possible that DON will be involved in the regulation of miRNAs connected with steroidogenesis. This review summarizes the latest knowledge about the influence of DON on steroidogenesis and human hormonal balance.