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在氨基酸水平上对虾体内内源性氨基脲转化机制的研究。

Investigation of the conversion mechanism of endogenous semicarbazide in shrimp on the amino acid level.

作者信息

Zhang Yi, Chen Xiaxia, Yu Haixia, Zhang Xiaojun, Hu Shi, Chen Xuechang

机构信息

Key Lab of Mariculture and Enhancement, Zhejiang Marine Fisheries Research Institute, Zhoushan 316021, China; College of food and pharmacy, Zhejiang Ocean University, Zhoushan 316022, China.

Key Lab of Mariculture and Enhancement, Zhejiang Marine Fisheries Research Institute, Zhoushan 316021, China.

出版信息

Ecotoxicol Environ Saf. 2023 Jan 1;249:114393. doi: 10.1016/j.ecoenv.2022.114393. Epub 2022 Dec 9.

Abstract

Semicarbazide (SEM), the metabolite of antibiotic nitrofurazone, is often used as the biomarker to determine the use of nitrofurazone. Frequent false-positive events of SEM have brought great trouble to the aquatic industry in international trade. In this paper, the situation of endogenous SEM in aquatic products was investigated, and the possible mechanism of amino acid conversion into SEM was studied by establishing a simulated oxidation system and a urea system. The results revealed the presence of endogenous SEM in the muscle tissue of shrimps, and the content of SEM ranged from 0.56 to 5.28 ng/g, which presented as Macrobrachium nipponense>Macrobrachium rosenbergii>Procambarus clarkii. The increase in SEM production of control lysine under natural oxidation conditions suggests that oxidation has an effect on the conversion of SEM. Under the action of the simulated oxidation system, the SEM of Arginine, Lysine, Citrulline and Glutamine among the 21 amino acids were increased, and the polymer azine was formed. In combination with the structure of four amino acids, it was presumed that the group of amide is a key intermediate structure for the formation of endogenous SEM. In addition, under the urea system, the content of SEM produced by amino acids increased after the addition of urea, and the concentration of urea had a significant correlation with the content of SEM. Taken together, the production of endogenous SEM in shrimps is related to amino acids and urea, and the urea cycle and other substances containing amide structures should also be considered in future explorations.

摘要

氨基脲(SEM)是抗生素呋喃西林的代谢产物,常被用作测定呋喃西林使用情况的生物标志物。SEM频繁出现的假阳性事件给国际贸易中的水产行业带来了极大困扰。本文研究了水产品中内源性SEM的情况,并通过建立模拟氧化体系和尿素体系,研究了氨基酸转化为SEM的可能机制。结果显示,虾肌肉组织中存在内源性SEM,其含量范围为0.56至5.28 ng/g,呈现为日本沼虾>罗氏沼虾>克氏原螯虾。自然氧化条件下对照赖氨酸产生的SEM增加,表明氧化对SEM的转化有影响。在模拟氧化体系作用下,21种氨基酸中的精氨酸、赖氨酸、瓜氨酸和谷氨酰胺产生的SEM增加,并形成了聚合物嗪。结合四种氨基酸的结构推测,酰胺基团是内源性SEM形成的关键中间结构。此外,在尿素体系中,添加尿素后氨基酸产生的SEM含量增加,且尿素浓度与SEM含量呈显著相关。综上所述,虾体内内源性SEM的产生与氨基酸和尿素有关,未来探索中还应考虑尿素循环及其他含酰胺结构的物质。

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