Stereoselective metabolism of chloramphenicol by bacteria isolated from wastewater, and the importance of stereochemistry in environmental risk assessments for antibiotics.
Stereoselective metabolism of chloramphenicol by bacteria isolated from wastewater, and the importance of stereochemistry in environmental risk assessments for antibiotics.
复制标题
从废水中分离的细菌对氯霉素的立体选择性代谢，以及立体化学在抗生素环境风险评估中的重要性。
DOI：
10.1016/j.watres.2022.118415
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发表时间：
2022
期刊：
影响因子：
12.8
通讯作者：
Elder FCT
中科院分区：
文献类型：
--
作者：
Elder FCT
废水处理厂已被强调为抗生素耐药性发展和传播的潜在热点。尽管废水中的抗生素耐药细菌对公共卫生构成威胁，但这些细菌也可能在抗生素到达更广泛的环境之前通过抗生素的代谢在生物修复中发挥重要作用。在这里，我们解决这种可能性，特别强调立体化学使用微生物学和分析化学工具的组合，包括使用超临界流体色谱法结合质谱手性分析和高分辨率质谱研究代谢产物。由于手性分析的复杂性，抗生素氯霉素被用作概念验证，以证明其相对简单的化学结构和在英国的非处方可用性的立体选择性代谢。这里呈现的结果表明，氯霉素乙酰转移酶可以立体选择性地转化氯霉素，其中第一个立体中心周围的方向是该过程的关键，这意味着两种异构体的积累可能发生在环境中，对生态毒性和环境中细菌抗生素耐药性的出现产生潜在影响。
Wastewater treatment plants have been highlighted as a potential hotspot for the development and spread of antibiotic resistance. Although antibiotic resistant bacteria in wastewater present a public health threat, it is also possible that these bacteria play an important role in the bioremediation through the metabolism of antibiotics before they reach the wider environment. Here we address this possibility with a particular emphasis on stereochemistry using a combination of microbiology and analytical chemistry tools including the use of supercritical-fluid chromatography coupled with mass spectrometry for chiral analysis and high-resolution mass spectrometry to investigate metabolites. Due to the complexities around chiral analysis the antibiotic chloramphenicol was used as a proof of concept to demonstrate stereoselective metabolism due to its relatively simple chemical structure and availability over the counter in the U.K. The results presented here demonstrate the chloramphenicol can be stereoselectively transformed by the chloramphenicol acetyltransferase enzyme with the orientation around the first stereocentre being key for this process, meaning that accumulation of two isomers may occur within the environment with potential impacts on ecotoxicity and emergence of bacterial antibiotic resistance within the environment.
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影响因子：
8.9
作者：
Evans, Sian E.;Bagnall, John;Kasprzyk-Hordern, Barbara
通讯作者：
Kasprzyk-Hordern, Barbara
影响因子：
7.4
作者：
Lopardo, Luigi;Cummins, Andrew;Kasprzyk-Hordern, Barbara
通讯作者：
Kasprzyk-Hordern, Barbara
d-冠状酸的酶促脱氨：1-氨基环丙烷-1-羧酸脱氨酶的立体选择性
DOI：
10.1271/bbb1961.43.1677
发表时间：
1979
期刊：
Agricultural and biological chemistry
影响因子：
--
作者：
M. Honma;T. Shimomura;Kunio Shiraishi;A. Ichihara;S. Sakamura
通讯作者：
S. Sakamura
影响因子：
8.8
作者：
Castrignano, Erika;Kannan, Andrew M.;Kasprzyk-Hordern, Barbara
通讯作者：
Kasprzyk-Hordern, Barbara
影响因子：
12.8
作者：
Bagnall, John;Malia, Louis;Kasprzyk-Hordern, Barbara
通讯作者：
Kasprzyk-Hordern, Barbara