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Identification of new metabolic pathways in the enantioselective fungicide tebuconazole biodegradation by Bacillus sp. 3B6
Journal of Hazardous Materials ( IF 13.6 ) Pub Date : 2018-02-24 , DOI: 10.1016/j.jhazmat.2018.02.048
Mohamed Youness , Martine Sancelme , Bruno Combourieu , Pascale Besse-Hoggan

The use of triazole fungicides in various fields ranging from agriculture to therapy, can cause long-term undesirable effects on different organisms from various environmental compartments and lead to resistance phenomena (even in humans) due to their extensive use and persistence. Their occurrence in various water bodies has increased and tebuconazole, in particular, is often detected, sometimes in high concentration. Only a few bacterial and fungal strains have been isolated and found to biotransform this fungicide, described as not easily biodegradable. Nevertheless, the knowledge of efficient degrading-strains and metabolites potentially formed could improve bioremediation process and global overview of risk assessment. Therefore, a broad screening of microorganisms, isolated from various environmental compartments or from commercially-available strain collections, allowed us to find six bacterial strains able to biotransform tebuconazole. The most efficient one was studied further: this environmental strain Bacillus sp. 3B6 biotransforms the fungicide enantioselectively (ee = 18%) into two hydroxylated metabolites, one of them being transformed in its turn to alkene by a biotic dehydration reaction. This original enantioselective pathway shows that racemic pesticides should be treated by the environmental risk assessment authorities as a mixture of two compounds because persistence, biodegradation, bioaccumulation and toxicity often show chiral dependence.



中文翻译:

鉴定芽孢杆菌属生物对映选择性杀菌剂戊丁康新降解的新代谢途径。3B6

三唑类杀菌剂在从农业到治疗的各个领域中的使用,可能对各种环境区隔的不同生物造成长期不良影响,并由于其广泛使用和持久性而导致耐药现象(甚至在人类中)。它们在各种水体中的存在增加了,尤其是经常发现戊丁康唑,有时浓度很高。仅分离出少数细菌和真菌菌株,发现它们可以生物转化这种杀菌剂,据描述这种杀菌剂不易生物降解。然而,有效降解菌株和代谢物的潜在知识可能会改善生物修复过程和风险评估的全球概况。因此,对微生物进行了广泛的筛选,从各种环境区隔或从市售菌株中分离得到的细菌,使我们能够找到六种能够生物转化戊唑醇的细菌菌株。最有效的方法进行了进一步研究:这种环境压力芽孢杆菌属。3B6将杀菌剂对映体选择性地(ee = 18%)转化为两种羟基化代谢物,其中一种通过生物脱水反应依次转化为烯烃。最初的对映选择性途径表明,外消旋农药应由环境风险评估机构作为两种化合物的混合物处理,因为持久性,生物降解,生物蓄积性和毒性通常表现出手性依赖性。

更新日期:2018-02-25
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