Anomericity of T-2 toxin-glucoside: masked mycotoxin in cereal crops.
Anomericity of T-2 toxin-glucoside: masked mycotoxin in cereal crops.
复制标题
DOI：
10.1021/jf504737f
复制
发表时间：
2015-01-21
影响因子：
6.1
通讯作者：
Kurtzman CP
中科院分区：
文献类型：
--
作者：
McCormick SP;Kato T;Maragos CM;Busman M;Lattanzio VM;Galaverna G;Dall-Asta C;Crich D;Price NP;Kurtzman CP
T-2毒素是一种单端孢霉烯真菌毒素，当镰孢菌感染谷物（尤其是燕麦和小麦）时产生。摄入T-2毒素污染的谷物可引起家畜腹泻、腹泻和拒食。被产霉菌毒素真菌感染的谷物作物会形成毒素糖苷，有时称为掩蔽霉菌毒素，这是一个潜在的食品安全问题，因为它们无法通过标准方法检测到，并且可能在消化或食品加工过程中转化回母体毒素。这里报告的工作解决了四个方面的T-2毒素-葡萄糖苷：植物毒性，稳定性摄入后，抗体检测，和天然存在的T-2毒素-葡萄糖苷在谷类植物中发现的异头性。化学合成了T-2毒素-β-葡萄糖苷，并与由Blastoboboboestimmuscicola培养物制备的T-2毒素-α-葡萄糖苷和在自然污染的燕麦和小麦中发现的T-2毒素-葡萄糖苷进行了比较。通过色谱法分离异头形式，并且在NMR和质谱法中不同。这两种端基异构体在模拟人类消化的条件下显著降解为T-2毒素和HT-2毒素，但具有不同的动力学和代谢终产物。从植物中提取的天然T-2毒素-葡萄糖苷与用B制备的T-2毒素-α-葡萄糖苷相同。蝇类检测T-2毒素的抗体试验对检测T-2毒素-α-葡萄糖苷无效。该端基异构体的产量足以评估其动物毒性。
T-2 toxin is a trichothecene mycotoxin produced when Fusarium fungi infect grains, especially oats and wheat. Ingestion of T-2 toxin contaminated grain can cause diarrhea, hemorrhaging, and feed refusal in livestock. Cereal crops infected with mycotoxin-producing fungi form toxin glycosides, sometimes called masked mycotoxins, which are a potential food safety concern because they are not detectable by standard approaches and may be converted back to the parent toxin during digestion or food processing. The work reported here addresses four aspects of T-2 toxin-glucosides: phytotoxicity, stability after ingestion, antibody detection, and the anomericity of the naturally occurring T-2 toxin-glucoside found in cereal plants. T-2 toxin-β-glucoside was chemically synthesized and compared to T-2 toxin-α-glucoside prepared with Blastobotrys muscicola cultures and the T-2 toxin-glucoside found in naturally contaminated oats and wheat. The anomeric forms were separated chromatographically and differ in both NMR and mass spectrometry. Both anomers were significantly degraded to T-2 toxin and HT-2 toxin under conditions that mimic human digestion, but with different kinetics and metabolic end products. The naturally occurring T-2 toxin-glucoside from plants was found to be identical to T-2 toxin-α-glucoside prepared with B. muscicola. An antibody test for the detection of T-2 toxin was not effective for the detection of T-2 toxin-α-glucoside. This anomer was produced in sufficient quantity to assess its animal toxicity.
登录
查看更多内容
影响因子：
4.2
作者：
Busman M;Poling SM;Maragos CM
通讯作者：
Maragos CM
影响因子：
6.1
作者：
Paris, Maria Paula Kovalsky;Schweiger, Wolfgang;Adam, Gerhard
通讯作者：
Adam, Gerhard
影响因子：
3.5
作者：
Berthiller F;Krska R;Domig KJ;Kneifel W;Juge N;Schuhmacher R;Adam G
通讯作者：
Adam G
DOI：
10.1016/j.ijfoodmicro.2007.07.019
发表时间：
2007-10-20
影响因子：
5.4
作者：
Richard, John L.
通讯作者：
Richard, John L.
DOI：
10.1039/p19850001553
发表时间：
1985-01-01
期刊：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子：
--
作者：
GORSTALLMAN, CP;STEYN, PS;RABIE, CJ
通讯作者：
RABIE, CJ