芳香酸降解细菌从吲哚羧酸形成靛蓝及相关化合物：用于克隆编码作用于芳香酸的双加氧酶基因的显色反应。
Formation of indigo and related compounds from indolecarboxylic acids by aromatic acid-degrading bacteria: chromogenic reactions for cloning genes encoding dioxygenases that act on aromatic acids.
作者信息
Eaton R W, Chapman P J
机构信息
Gulf Ecology Division, U.S. Environmental Protection Agency, Gulf Breeze, Florida 32561, USA.
出版信息
J Bacteriol. 1995 Dec;177(23):6983-8. doi: 10.1128/jb.177.23.6983-6988.1995.
Abstract
The p-cumate-degrading strain Pseudomonas putida F1 and the m- and p-toluate-degrading strain P. putida mt-2 transform indole-2-carboxylate and indole-3-carboxylate to colored products identified here as indigo, indirubin, and isatin. A mechanism by which these products could be formed spontaneously following dioxygenase-catalyzed dihydroxylation of the indolecarboxylates is proposed. Indolecarboxylates were employed as chromogenic substrates for identifying recombinant bacteria carrying genes encoding p-cumate dioxygenase and toluate dioxygenase. Dioxygenase gene-carrying bacteria could be readily distinguished as dark green-blue colonies among other colorless recombinant Escherichia coli colonies on selective agar plates containing either indole-2-carboxylate or indole-3-carboxylate.
摘要
对异丙基苯甲酸降解菌株恶臭假单胞菌F1以及间甲苯甲酸和对甲苯甲酸降解菌株恶臭假单胞菌mt-2可将吲哚-2-羧酸酯和吲哚-3-羧酸酯转化为在此鉴定为靛蓝、靛玉红和异吲哚酮的有色产物。本文提出了一种机制，即吲哚羧酸酯经双加氧酶催化二羟基化后可自发形成这些产物。吲哚羧酸酯被用作显色底物，用于鉴定携带对异丙基苯甲酸双加氧酶和甲苯甲酸双加氧酶编码基因的重组细菌。在含有吲哚-2-羧酸酯或吲哚-3-羧酸酯的选择性琼脂平板上，携带双加氧酶基因的细菌很容易在其他无色的重组大肠杆菌菌落中被区分出来，呈现为深绿蓝色菌落。
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本文引用的文献
1
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Appl Environ Microbiol. 1992 Aug;58(8):2694-7. doi: 10.1128/aem.58.8.2694-2697.1992.
2
Cloning and characterization of Pseudomonas sp. strain DNT genes for 2,4-dinitrotoluene degradation.用于降解2,4-二硝基甲苯的假单胞菌属菌株DNT基因的克隆与特性分析
J Bacteriol. 1993 Mar;175(6):1831-7. doi: 10.1128/jb.175.6.1831-1837.1993.
3
Cloning and characterization of a chromosomal gene cluster, pah, that encodes the upper pathway for phenanthrene and naphthalene utilization by Pseudomonas putida OUS82.恶臭假单胞菌OUS82中编码菲和萘利用上游途径的染色体基因簇pah的克隆与特性分析。
J Bacteriol. 1994 Apr;176(8):2439-43. doi: 10.1128/jb.176.8.2439-2443.1994.
4
Metabolism of naphthalene, fluorene, and phenanthrene: preliminary characterization of a cloned gene cluster from Pseudomonas putida NCIB 9816.萘、芴和菲的代谢：恶臭假单胞菌NCIB 9816克隆基因簇的初步表征
J Bacteriol. 1994 Apr;176(8):2158-64. doi: 10.1128/jb.176.8.2158-2164.1994.
5
Construction of metabolic operons catalyzing the de novo biosynthesis of indigo in Escherichia coli.在大肠杆菌中构建催化靛蓝从头生物合成的代谢操纵子。
Biotechnology (N Y). 1993 Mar;11(3):381-6. doi: 10.1038/nbt0393-381.
6
Bacterial conversion of phenylalanine and aromatic carboxylic acids into dihydrodiols.细菌将苯丙氨酸和芳香族羧酸转化为二氢二醇。
Biochem J. 1981 Mar 15;194(3):679-84. doi: 10.1042/bj1940679.
7
The transformation of phthalaldehydate by phthalate-grown Micrococcus strain 12B.邻苯二甲酸生长的微球菌菌株12B对邻苯二醛酸的转化作用。
Arch Biochem Biophys. 1982 Jun;216(1):289-95. doi: 10.1016/0003-9861(82)90213-2.
8
Metabolism of dibutylphthalate and phthalate by Micrococcus sp. strain 12B.微球菌属菌株12B对邻苯二甲酸二丁酯和邻苯二甲酸酯的代谢
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9
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