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Anaerobic degradation of alpha-resorcylate by Thauera aromatica strain AR-1 proceeds via oxidation and decarboxylation to hydroxyhydroquinone

机译:芳香族Thauera菌株AR-1对α-间苯二酚的厌氧降解通过氧化和脱羧反应生成羟基氢醌

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Anaerobic degradation of alpha-resorcylate (3,5-dihydroxybenzoate) was studied with the denitrifying strain AR-1, which was assigned to the described species Thauera aromatica. alpha-Resorcylate degradation does not proceed via the benzoyl-CoA, the resorcinol, or the phloroglucinol pathway. Instead, alpha-resorcylate is converted to hydroxyhydroquinone (1,2,4-trihydroxybenzene) by dehydrogenative oxidation and decarboxylation. Nitrate, K-3[Fe(CN)(6)], dichlorophenol indophenol, and the NAD(+) analogue 3-acetylpyridine adeninedinucleotide were suitable electron accepters for the oxidation reaction; NAD(+) did not function as an electron acceptor. The oxidation reaction was strongly accelerated by the additional presence of the redox carrier phenazine methosulfate, which could also be used as sole electron acceptor. Oxidation of alpha-resorcylate with molecular oxygen in cell suspensions or in cell-free extracts of a-resorcylate- and nitrate-grown cells was also detected although this bacterium did not grow with alpha-resorcylate under an air atmosphere. alpha-Resorcylate degradation to hydroxyhydroquinone proceeded in two steps. The alpha-resorcylate-oxidizing enzyme activity was membrane-associated and exhibited maximal activity at pH 8.0. The primary oxidation product was not hydroxyhydroquinone. Rather, formation of hydroxyhydroquinone by decarboxylation of the unknown intermediate in addition required the cytoplasmic fraction and needed lower pH values since hydroxyhydroquinone was not stable at alkaline pH. [References: 24]
机译:用反硝化菌株AR-1研究了α-间苯二酸酯(3,5-二羟基苯甲酸酯)的厌氧降解,该菌株被指定为所述的Thauera aromaa菌种。 α-间苯二酚的降解不会通过苯甲酰基-CoA,间苯二酚或间苯三酚途径进行。取而代之的是,α-间苯二酸酯通过脱氢氧化和脱羧反应转化为羟基氢醌(1,2,4-三羟基苯)。硝酸盐,K-3 [Fe(CN)(6)],二氯苯酚吲哚酚和NAD(+)类似物3-乙酰吡啶腺嘌呤二核苷酸是适合进行氧化反应的电子受体。 NAD(+)不能用作电子受体。氧化还原载体吩嗪硫酸甲酯的另外存在强烈地促进了氧化反应,其也可以用作唯一的电子受体。尽管该细菌没有在空气中与α-间苯二酚一起生长,但也检测到了α-间苯二酚在细胞悬浮液或无细胞的α-间苯二酚和硝酸盐生长的细胞中的分子氧氧化作用。 α-间苯二酸酯降解为羟基氢醌的过程分为两个步骤。 α-间苯二酚氧化酶活性与膜相关,在pH 8.0时显示最大活性。主要的氧化产物不是羟基氢醌。相反,通过未知中间体的脱羧形成羟基氢醌还需要细胞质级分并且需要较低的pH值,因为羟基氢醌在碱性pH下不稳定。 [参考:24]

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