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CO(2) Incorporation and 4-Hydroxy-2-Methylbenzoic Acid Formation during Anaerobic Metabolism of m-Cresol by a Methanogenic Consortium.在产甲烷菌共生物厌氧代谢间-甲酚过程中 CO2 的掺入和 4-羟基-2-甲基苯甲酸的形成。
Appl Environ Microbiol. 1990 Feb;56(2):472-8. doi: 10.1128/aem.56.2.472-478.1990.
2
Use of Fluorinated Compounds To Detect Aromatic Metabolites from m-Cresol in a Methanogenic Consortium: Evidence for a Demethylation Reaction.使用含氟化合物检测产甲烷菌共生物中间甲酚的芳香代谢物:去甲基化反应的证据。
Appl Environ Microbiol. 1993 Jul;59(7):2229-38. doi: 10.1128/aem.59.7.2229-2238.1993.
3
Carboxylation of o-cresol by an anaerobic consortium under methanogenic conditions.在产甲烷条件下,厌氧菌群对邻甲酚的羧化作用。
Appl Environ Microbiol. 1991 Aug;57(8):2131-4. doi: 10.1128/aem.57.8.2131-2134.1991.
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Anaerobic degradation of m-cresol in anoxic aquifer slurries: carboxylation reactions in a sulfate-reducing bacterial enrichment.缺氧含水层泥浆中间甲酚的厌氧降解:硫酸盐还原菌富集培养中的羧化反应
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引用本文的文献

1
Anaerobic biodegradation ofPara-cresol under three reducing conditions.在三种还原条件下对对甲酚的厌氧生物降解。
Microb Ecol. 1990 Dec;20(1):141-50. doi: 10.1007/BF02543873.
2
Anaerobic Degradation of m-Cresol by a Sulfate-Reducing Bacterium.硫酸盐还原菌对间甲酚的厌氧降解。
Appl Environ Microbiol. 1997 Aug;63(8):3170-5. doi: 10.1128/aem.63.8.3170-3175.1997.
3
Use of Fluorinated Compounds To Detect Aromatic Metabolites from m-Cresol in a Methanogenic Consortium: Evidence for a Demethylation Reaction.使用含氟化合物检测产甲烷菌共生物中间甲酚的芳香代谢物:去甲基化反应的证据。
Appl Environ Microbiol. 1993 Jul;59(7):2229-38. doi: 10.1128/aem.59.7.2229-2238.1993.
4
Phenylphosphate carboxylase: a new C-C lyase involved in anaerobic phenol metabolism in Thauera aromatica.苯磷酸羧化酶:一种参与芳香陶厄氏菌厌氧苯酚代谢的新型碳-碳裂解酶。
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Genes involved in anaerobic metabolism of phenol in the bacterium Thauera aromatica.芳香陶厄氏菌中参与苯酚厌氧代谢的基因。
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Evidence that phenol phosphorylation to phenylphosphate is the first step in anaerobic phenol metabolism in a denitrifying Pseudomonas sp.苯酚磷酸化生成苯基磷酸是反硝化假单胞菌中厌氧苯酚代谢第一步的证据。
Arch Microbiol. 1994;161(2):132-9. doi: 10.1007/BF00276473.
7
Anaerobic degradation of cresols by denitrifying bacteria.反硝化细菌对甲酚的厌氧降解
Arch Microbiol. 1991;155(3):238-48. doi: 10.1007/BF00252207.
8
Anaerobic degradation of m-cresol in anoxic aquifer slurries: carboxylation reactions in a sulfate-reducing bacterial enrichment.缺氧含水层泥浆中间甲酚的厌氧降解:硫酸盐还原菌富集培养中的羧化反应
Appl Environ Microbiol. 1991 Jun;57(6):1689-95. doi: 10.1128/aem.57.6.1689-1695.1991.
9
Carboxylation of o-cresol by an anaerobic consortium under methanogenic conditions.在产甲烷条件下,厌氧菌群对邻甲酚的羧化作用。
Appl Environ Microbiol. 1991 Aug;57(8):2131-4. doi: 10.1128/aem.57.8.2131-2134.1991.
10
Carboxylation of phenylphosphate by phenol carboxylase, an enzyme system of anaerobic phenol metabolism.通过苯酚羧化酶(一种厌氧苯酚代谢的酶系统)将苯基磷酸羧化。
J Bacteriol. 1992 Jun;174(11):3629-36. doi: 10.1128/jb.174.11.3629-3636.1992.

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Fungal Metabolism of n-Alkylbenzenes.真菌对正烷基苯的代谢。
Appl Environ Microbiol. 1986 Feb;51(2):435-7. doi: 10.1128/aem.51.2.435-437.1986.
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Terminal reactions in the anaerobic digestion of animal waste.动物废物厌氧消化中的末端反应。
Appl Environ Microbiol. 1982 Jan;43(1):57-64. doi: 10.1128/aem.43.1.57-64.1982.
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Degradation of labeled propionic and acetic acids.标记的丙酸和乙酸的降解
Arch Biochem Biophys. 1951 Sep;33(2):173-8. doi: 10.1016/0003-9861(51)90094-x.
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The anaerobic decomposition of benzoic acid during methane fermentation. II. Fate of carbons one and seven.甲烷发酵过程中苯甲酸的厌氧分解。II. 一号和七号碳的去向
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Anaerobic biodegradation of phenolic compounds in digested sludge.消化污泥中酚类化合物的厌氧生物降解
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Separation of 14C-formate from CO2 fixation metabolites by isoionic-exchange chromatography.通过等离子交换色谱法从二氧化碳固定代谢产物中分离出14C-甲酸。
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Anaerobic oxidation of p-cresol by a denitrifying bacterium.反硝化细菌对对甲酚的厌氧氧化作用
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Anaerobic degradation of phenol by pure cultures of newly isolated denitrifying pseudomonads.新分离的反硝化假单胞菌纯培养物对苯酚的厌氧降解
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9
Biodegradation of cresol isomers in anoxic aquifers.缺氧含水层中甲酚异构体的生物降解
Appl Environ Microbiol. 1987 Apr;53(4):710-6. doi: 10.1128/aem.53.4.710-716.1987.
10
Anaerobic degradation of alkylated benzenes in denitrifying laboratory aquifer columns.反硝化实验室含水层柱中烷基化苯的厌氧降解
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在产甲烷菌共生物厌氧代谢间-甲酚过程中 CO2 的掺入和 4-羟基-2-甲基苯甲酸的形成。

CO(2) Incorporation and 4-Hydroxy-2-Methylbenzoic Acid Formation during Anaerobic Metabolism of m-Cresol by a Methanogenic Consortium.

机构信息

Departments of Microbiology and Health Services Administration and Community Medicine, University of Alberta, Edmonton, Alberta, Canada T6G 2E9.

出版信息

Appl Environ Microbiol. 1990 Feb;56(2):472-8. doi: 10.1128/aem.56.2.472-478.1990.

DOI:10.1128/aem.56.2.472-478.1990
PMID:16348121
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC183363/
Abstract

The metabolism of m-cresol by methanogenic cultures enriched from domestic sewage sludge was investigated. In the initial studies, bromoethanesulfonic acid was used to inhibit methane production. This led to the accumulation of 4.0 +/- 0.8 mol of acetate per mol of m-cresol metabolized. These results suggested that CO(2) incorporation occurred because each molecule of m-cresol contained seven carbon atoms, whereas four molecules of acetate product contained a total of eight carbon atoms. To verify this, [C]bicarbonate was added to bromoethanesulfonic acid-inhibited cultures, and those cultures yielded [C]acetate. Of the label recovered as acetate, 89% was found in the carboxyl position. Similar cultures fed [methyl-C]m-cresol yielded methyl-labeled acetate. A C-labeled transient intermediate was detected in cultures given either m-cresol and [C]bicarbonate or bicarbonate and [methyl-C]m-cresol. The intermediate was identified as 4-hydroxy-2-methylbenzoic acid. In addition, another metabolite was detected and identified as 2-methylbenzoic acid. This compound appeared to be produced only sporadically, and it accumulated in the medium, suggesting that the dehydroxylation of 4-hydroxy-2-methylbenzoic acid led to an apparent dead-end product.

摘要

研究了从生活污水污泥中富集的产甲烷菌培养物对间甲酚的代谢。在最初的研究中,使用溴乙磺酸钠来抑制甲烷生成。这导致每摩尔间甲酚代谢物积累 4.0 +/- 0.8 摩尔的乙酸。这些结果表明发生了 CO(2)掺入,因为每个间甲酚分子含有七个碳原子,而四个乙酸产物分子总共含有八个碳原子。为了验证这一点,向溴乙磺酸钠抑制的培养物中添加 [C]碳酸氢盐,这些培养物产生 [C]乙酸盐。作为乙酸回收的标记,89%存在于羧基位置。用 [甲基-C]间甲酚喂养类似的培养物,得到甲基标记的乙酸盐。在给予间甲酚和 [C]碳酸氢盐或碳酸氢盐和 [甲基-C]间甲酚的培养物中检测到 C 标记的瞬态中间产物。该中间产物被鉴定为 4-羟基-2-甲基苯甲酸。此外,还检测到并鉴定出另一种代谢产物为 2-甲基苯甲酸。这种化合物似乎只是偶尔产生,并且在培养基中积累,表明 4-羟基-2-甲基苯甲酸的脱羟基化导致了明显的死端产物。