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首页> 外文期刊>Environmental Science & Technology >Characterization of Metabolites Formed During the Biotransformation of 17α-Ethinylestradiol by Nitrosomonas europaea in Batch and Continuous Flow Bioreactors
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Characterization of Metabolites Formed During the Biotransformation of 17α-Ethinylestradiol by Nitrosomonas europaea in Batch and Continuous Flow Bioreactors

机译:分株和连续流动生物反应器中亚硝基油单胞菌17α-乙炔雌二醇生物转化过程中形成的代谢产物的表征

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摘要

The biotransformation of 17a-ethinylestradiol (EE2) by an ammonia oxidizing bacteria, Nitrosomonas europaea, grown in batch (ammonia-rich) and continuous flow (chemostat, ammonia-limited) reactors was investigated. Both C-14 labeled EE2 (10 μg/L) and unlabeled EE2 (1 mg/L) were used to facilitate metabolite identification under environmentally relevant physiological conditions. Whole cell ammonia monooxygenase (AMO) activity was not inhibited at the EE2 concentrations used in this study. Characterization of the primary metabolite formed during batch cultivation by liquid chromatography/ion-trap mass spectrometry (LC-ITMS) and nuclear magnetic resonance (NMR) spectroscopy showed modification at the ethinyl group and addition of a carboxyl group.This metabolite (M386) (revealed by m/z 385 in negative mode electrospray LC/ MS) was not formed in the abiotic control. In contrast, biotransformation of EE2 under continuous flow conditions showed formation of a monohydroxylated EE2 (revealed by m/z 311), but not M386. Furthermore, nitrated EE2 derivatives were formed in both batch and continuous flow cultures, as a result of abiotic transformation of EE2 in the presence of high concentrations of nitrite in the bioreactors. Results from this study underscore the importance of physiological state and growth conditions as critical variables that can dictate the metabolic pathway for EE2 biodegradation and the nature of byproducts formed.
机译:研究了分批(富氨)和连续流动(化学稳定剂,氨限制)反应器中生长的氨氧化细菌欧洲硝化细菌对17a-乙炔雌二醇(EE2)的生物转化。 C-14标记的EE2(10μg/ L)和未标记的EE2(1 mg / L)均用于在环境相关的生理条件下促进代谢物鉴定。在这项研究中使用的EE2浓度下,全细胞氨单加氧酶(AMO)的活性没有受到抑制。通过液相色谱/离子阱质谱(LC-ITMS)和核磁共振(NMR)光谱法对分批培养过程中形成的主要代谢产物进行表征,结果表明乙炔基上发生了修饰,并添加了羧基。该代谢产物(M386)(在非生物对照中未形成m / z 385在负模电喷雾LC / MS中显示的结果。相反,在连续流动条件下EE2的生物转化显示形成了单羟基化EE2(由m / z 311揭示),但没有M386。此外,在生物反应器中存在高浓度亚硝酸盐的情况下,由于EE2的非生物转化,在分批和连续流动培养中均形成了硝化的EE2衍生物。这项研究的结果强调了生理状态和生长条件作为决定EE2生物降解的代谢途径和所形成副产物性质的关键变量的重要性。

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  • 来源
    《Environmental Science & Technology》 |2009年第10期|3549-3555|共6页
  • 作者单位

    Department of Chemistry, University at Buffalo, Buffalo,New York 14260, Charles E. Via Jr. Department of Civil and Environmental Engineering Cracow University of Technology,31-155 Krakow, Poland;

    Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, Department of Civil and Environmental Engineering;

    Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, Department of Civil and Environmental Engineering University of Michigan,Ann Arbor, Michigan 48109, and Department of Environmental Engineering;

    Department of Chemistry, University at Buffalo, Buffalo,New York 14260, Charles E. Via Jr. Department of Civil and Environmental Engineering;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
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