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取代酚类的细菌代谢。诺卡氏菌属DSM 43251对4-(甲硫基)苯酚和4-(甲亚磺酰基)苯酚的氧化作用。

Bacterial metabolism of substituted phenols. Oxidation of 4-(methylmercapto)-and 4-(methylsulfinyl)-phenol by Nocardia spec. DSM 43251.

作者信息

Engelhardt G, Rast H G, Wallnöfer P R

出版信息

Arch Microbiol. 1977 Jul 26;114(1):25-33. doi: 10.1007/BF00429626.

Abstract

4-(Methylmercapto)-phenol (MMP) and 4-(methylsulfinyl)-phenol (MSP) are oxidized by the soil isolate Nocardia spec. DSM 43251, which is closely related to Nocardia calcarea. The rate of degradation depends on the capability of a substrate to support growth and is strongly enhanced in the presence of a second carbon source under the conditions of cooxidation. MMP and MSP are cometabolized by hydroxylation of the benzene ring with the formation of the substituted catechol following by ring cleavage between carbon atoms 2 and 3 ("meta" fission) to give 2-hydroxy-5-methylmercapto-or-2-hydroxy-5-methylsulfinylmuconic semialdehyde. Oxidation of MMP to MSP represents a bypath of MMP-oxidation. The intermediates were identified on the basis of their physical properties. The enzymes responsible for the metabolism of MMP and MSP are induced by growth with MMP or MSP, but not with glucose. MMP-and MSP-induced cells catalyze the oxidation of a variety of substituted phenols. This indicates a rather low substrate specificity of the enzymes induced by MMP and MSP.

摘要

4-(甲硫基)苯酚(MMP)和4-(甲亚磺酰基)苯酚(MSP)可被土壤分离株诺卡氏菌属DSM 43251氧化,该菌株与钙诺卡氏菌密切相关。降解速率取决于底物支持生长的能力,并且在共氧化条件下,当存在第二种碳源时,降解速率会显著提高。MMP和MSP通过苯环羟基化进行共代谢,形成取代儿茶酚,随后在碳原子2和3之间发生环裂解(“间位”裂变),生成2-羟基-5-甲硫基或2-羟基-5-甲亚磺酰基粘康半醛。MMP氧化为MSP是MMP氧化的一条旁路。根据中间体的物理性质对其进行了鉴定。负责MMP和MSP代谢的酶是在以MMP或MSP生长时诱导产生的,而不是在以葡萄糖生长时诱导产生的。MMP和MSP诱导的细胞催化多种取代酚的氧化。这表明MMP和MSP诱导的酶具有相当低的底物特异性。

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