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利用高分辨质谱联用 C 标记技术探究新鞘氨醇单胞菌 ES2-1 对 17β-雌二醇的代谢。

Metabolism of 17β-estradiol by Novosphingobium sp. ES2-1 as probed via HRMS combined with C-labeling.

机构信息

Institute of Organic Contaminant Control and Soil Remediation, College of Resources and Environmental Sciences, Nanjing Agricultural University, Nanjing, 210095, China.

School of Plant and Environmental Sciences, Virginia Polytechnic Institute and State University, Blacksburg, VA, 24060, United States.

出版信息

J Hazard Mater. 2020 May 5;389:121875. doi: 10.1016/j.jhazmat.2019.121875. Epub 2019 Dec 10.

Abstract

This study investigated the biodegradation and metabolic mechanisms of 17β-estradiol (E2) by Novosphingobium sp. ES2-1 isolated from the activated sludge in a domestic sewage treatment plant (STP). It could degrade 97.1% E2 (73.5 μmol/L) in 7 d with a biodegradation half-life of 1.29 d. E2 was initially converted to estrone (E1), then to 4-hydroxyestrone (4-OH-E1), before subsequent monooxygenation reactions cleaved 4-OH-E1 into a metabolite with long-chain ketones structure (metabolite P8). However, when 4-OH-E1 was cleaved through the 4,5-seco pathway, the resulting phenol ring cleavage product could randomly condense with NH to yield a pyridine derivative, accompanied by the uncertain loss of a carboxy group at C4 before the condensation. The derivative was further oxidized into the metabolites with both pyridine and long-chain ketones structure (metabolite N5) through a similar formation mechanism as for P8 performed. This research presents several novel metabolites and shows that E2 can be biodegraded into the metabolite with long-chain structure through three optional pathways, thereby reducing E2 contamination.

摘要

本研究从城市污水处理厂(STP)活性污泥中分离出的鞘氨醇单胞菌 ES2-1 对 17β-雌二醇(E2)的生物降解和代谢机制进行了研究。该菌在 7 天内可将 97.1%的 E2(73.5 μmol/L)降解,生物半衰期为 1.29 d。E2 首先转化为雌酮(E1),然后转化为 4-羟基雌酮(4-OH-E1),随后单加氧反应将 4-OH-E1 裂解为具有长链酮结构的代谢物(代谢物 P8)。然而,当 4-OH-E1 通过 4,5-裂环途径裂解时,生成的酚环裂解产物可随机与 NH 缩合生成吡啶衍生物,缩合前 C4 上的羧基不确定丢失。该衍生物通过与 P8 类似的形成机制进一步氧化为具有吡啶和长链酮结构的代谢物(代谢物 N5)。本研究提出了几种新的代谢物,并表明 E2 可以通过三种可选途径生物降解为具有长链结构的代谢物,从而减少 E2 的污染。

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