Department of Biotechnology, Institute of Agrochemistry and Food Technology, IATA-CSIC, Agustí Escardino 7, 46980 Paterna, València, Spain.
Toxicol Lett. 2012 Apr 25;210(2):240-7. doi: 10.1016/j.toxlet.2011.07.030. Epub 2011 Aug 22.
The use of agrochemicals for crop protection may result in the presence of toxic residues in soils and aquatic environments, besides in foodstuffs. Most often just the parent compound is included in the definition of pesticide residue, even though chemicals resulting from biotransformation and degradation routes might also be of toxicological relevance. Azoxystrobin is a broad-spectrum systemic fungicide widely used worldwide to combat pathogenic fungi affecting plants. We herein report the synthesis and detailed chemical characterization of several of the most relevant metabolites and degradates of azoxystrobin. These compounds were further employed as ligands for screening a collection of monoclonal antibodies to azoxystrobin, which had been previously generated from haptens functionalized at different positions of the target chemical. As a result, an antibody was identified capable of binding, with subnanomolar affinity, not only azoxystrobin but also its main transformation products, such as the so-called acid and enol derivatives, as well as the azoxystrobin (Z)-isomer. The selected binder was demonstrated as a useful immunoreagent for the development of immunochemical assays as novel analytical tools for the qualitative determination of azoxystrobin and its metabolites and degradates.
农用化学品在用于作物保护时，可能会导致有毒残留物在土壤和水生环境中存在，同时也会出现在食品中。通常情况下，在农药残留的定义中只包括母体化合物，尽管生物转化和降解途径产生的化学物质也可能具有毒理学相关性。唑菌酯是一种广泛应用于全球的广谱性杀菌剂，用于防治影响植物的病原菌真菌。我们在此报告了唑菌酯的几种最相关代谢物和降解产物的合成和详细化学特征。这些化合物进一步被用作筛选一组针对唑菌酯的单克隆抗体的配体，这些单克隆抗体是以前用不同位置功能化的半抗原针对目标化学物质生成的。结果，鉴定出一种抗体能够以亚纳摩尔亲和力结合不仅是唑菌酯，还有其主要的转化产物，如所谓的酸和烯醇衍生物，以及唑菌酯（Z）-异构体。所选的结合物被证明是一种有用的免疫试剂，可用于开发免疫化学分析，作为定性测定唑菌酯及其代谢物和降解产物的新型分析工具。
