Higson F K, Focht D D
Department of Soil and Environmental Sciences, University of California, Riverside 92521.
Appl Environ Microbiol. 1992 Jan;58(1):194-200. doi: 10.1128/aem.58.1.194-200.1992.
We report the isolation of Pseudomonas cepacia MB2, believed to be the first microorganism to utilize 2-methylbenzoic acid as the sole carbon source. Its growth range included all mono- and dimethylbenzoates (with the exception of 2,5- and 2,6-dimethylbenzoates) and 3-chloro-2-methylbenzoate (but not 4- or 5-chloro-2-methylbenzoate) but not chlorobenzoates lacking a methyl group. 2-Chlorobenzoate, 3-chlorobenzoate, and 2,3-, 2,4-, and 3,4-dichlorobenzoates inhibited growth of MB2 on 2-methylbenzoate as a result of cometabolism to the corresponding chlorinated catechols which blocked the key enzyme catechol 2,3-dioxygenase. A metapyrocatechase-negative mutant, MB2-G5, showed accumulation of dimethylcatechols from 2,3- and 3,4-dimethylbenzoates, and phenols were detected in resting-cell transformation extracts bearing the same substitution pattern as the original substrate, presumably following thermal degradation of the intermediate dihydrodiol. 2-Methylphenol was also found in extracts of the mutant cells with 2-methylbenzoate. These observations suggested a major route of methylbenzoate metabolism to be dioxygenation to a carboxy-hydrodiol which then forms a catechol derivative. In addition, the methyl group of 2-methylbenzoate was oxidized to isobenzofuranone (by cells of MB2-G5) and to phthalate (by cells of a separate mutant that could not utilize phthalate, MB2-D2). This pathway also generated a chlorinated isobenzofuranone from 3-chloro-2-methylbenzoate.
我们报道了洋葱伯克霍尔德菌MB2的分离,据信它是第一种以2-甲基苯甲酸作为唯一碳源的微生物。其生长范围包括所有单甲基和二甲基苯甲酸酯(2,5-和2,6-二甲基苯甲酸酯除外)以及3-氯-2-甲基苯甲酸酯(但不包括4-或5-氯-2-甲基苯甲酸酯),但不包括不含甲基的氯苯甲酸酯。2-氯苯甲酸酯、3-氯苯甲酸酯以及2,3-、2,4-和3,4-二氯苯甲酸酯会抑制MB2在2-甲基苯甲酸酯上的生长,这是由于共代谢生成了相应的氯化儿茶酚,从而阻断了关键酶儿茶酚2,3-双加氧酶。一个间苯二酚酶阴性突变体MB2-G5,显示出从2,3-和3,4-二甲基苯甲酸酯中积累二甲基儿茶酚,并且在具有与原始底物相同取代模式的静息细胞转化提取物中检测到酚类,推测是中间二氢二醇热降解之后产生的。在以2-甲基苯甲酸酯培养的突变体细胞提取物中也发现了2-甲基苯酚。这些观察结果表明,甲基苯甲酸酯代谢的主要途径是双加氧生成羧基-氢二醇,然后形成儿茶酚衍生物。此外,2-甲基苯甲酸酯的甲基被氧化为异苯并呋喃酮(由MB2-G5细胞)和邻苯二甲酸酯(由一个不能利用邻苯二甲酸酯的单独突变体MB2-D2细胞)。这条途径还从3-氯-2-甲基苯甲酸酯生成了一种氯化异苯并呋喃酮。