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邻苯二甲酸酯来源于塑料增塑剂和一种细菌解决其厌氧降解的方法。

o-Phthalate derived from plastics' plasticizers and a bacterium's solution to its anaerobic degradation.

机构信息

Institute of Biology/Microbiology, Martin-Luther University Halle-Wittenberg, Kurt-Mothes-Str. 3, Halle (Saale) 06120, Germany.

出版信息

Mol Microbiol. 2018 Jun;108(6):595-600. doi: 10.1111/mmi.13975. Epub 2018 May 9.

DOI:10.1111/mmi.13975
PMID:29679505
Abstract

Phthalic acid esters (phthalates) are anthropogenic compounds that are used as plasticizers. Unfortunately, because phthalates are non-covalently intercalated into plastic polymers they leach into the environment, accumulating in anoxic sediments. This has negative consequences for animal and human health. Denitrifying Betaproteobacteria, such as Aromatoleum aromaticum, can use ortho-phthalate, derived by ester hydrolysis, as a carbon and energy source. Mergelsberg et al. () deconstruct the pathway whereby ortho-phthalic acid is converted, via the highly unstable phthaloyl-CoA, to the central intermediate of anaerobic aromatic degradation, benzoyl-CoA. The latter reaction is catalysed by UbiD-like phthaloyl-CoA decarboxylase (PCD). Succinyl-CoA:o-phthalate CoA-transferase (SPT) generates phthaloyl-CoA, which accumulates at only sub-micromolar concentrations, while the K of PCD for phthaloyl-CoA is two-orders of magnitude higher. This seemingly insurmountable kinetic barrier is overcome because A. aromatoleum massively over-produces PCD and because the decarboxylation reaction is irreversible. These features of the pathway facilitate capture of phthaloyl-CoA as it is released from SPT without the need for direct substrate-channelling. The authors provide strong evidence from both in vivo and in vitro studies to support their conclusions. This work reveals how these anaerobic bacteria have rapidly evolved a stop-gap measure to allow them to completely degrade an otherwise recalcitrant aromatic xenobiotic.

摘要

邻苯二甲酸酯(邻苯二甲酸盐)是一种人为合成的化合物,被用作增塑剂。不幸的是,由于邻苯二甲酸酯非共价地插入到塑料聚合物中,它们会浸出到环境中,并在缺氧沉积物中积累。这对动物和人类健康产生了负面影响。脱氮β-变形菌,如 Aromatoleum aromaticum,可以利用邻苯二甲酸,通过酯水解产生,作为碳和能源来源。Mergelsberg 等人()解构了邻苯二甲酸通过高度不稳定的邻苯甲酰辅酶 A 转化为厌氧芳香族降解的中心中间产物苯甲酰辅酶 A 的途径。该反应由类似于 UbiD 的邻苯二甲酰辅酶 A 脱羧酶(PCD)催化。琥珀酰辅酶 A:邻苯二甲酸 CoA 转移酶(SPT)生成邻苯二甲酰辅酶 A,其仅在亚微米摩尔浓度下积累,而 PCD 对邻苯二甲酰辅酶 A 的 K 值高两个数量级。由于 A. aromatoleum 大量过量产生 PCD,并且脱羧反应是不可逆的,因此似乎无法克服的动力学障碍被克服了。该途径的这些特征促进了邻苯二甲酰辅酶 A 的捕获,因为它从 SPT 释放出来,而不需要直接的底物通道。作者从体内和体外研究提供了强有力的证据来支持他们的结论。这项工作揭示了这些厌氧细菌如何迅速进化出一种临时措施,使它们能够完全降解原本难以降解的芳香族异生物质。

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引用本文的文献

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Isophthalate:coenzyme A ligase initiates anaerobic degradation of xenobiotic isophthalate.间苯二甲酸:辅酶 A 连接酶启动了异生物间苯二甲酸的厌氧降解。
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Non-Oxidative Enzymatic (De)Carboxylation of (Hetero)Aromatics and Acrylic Acid Derivatives.(杂)芳烃和丙烯酸衍生物的非氧化酶促(脱)羧反应
Adv Synth Catal. 2019 Jun 6;361(11):2402-2420. doi: 10.1002/adsc.201900275. Epub 2019 May 17.
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Anaerobic degradation of xenobiotic isophthalate by the fermenting bacterium Syntrophorhabdus aromaticivorans.
发酵细菌芳香噬氢菌对外源异酞酸盐的厌氧降解。
ISME J. 2019 May;13(5):1252-1268. doi: 10.1038/s41396-019-0348-5. Epub 2019 Jan 15.