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喹啉及相关化合物的微生物代谢。第十九部分。恶臭假单胞菌K1对4-甲基喹啉和喹啉的降解

Microbial metabolism of quinoline and related compounds. XIX. Degradation of 4-methylquinoline and quinoline by Pseudomonas putida K1.

作者信息

Rüger A, Schwarz G, Lingens F

机构信息

Institut für Mikrobiologie, Universität Hohenheim.

出版信息

Biol Chem Hoppe Seyler. 1993 Jul;374(7):479-88. doi: 10.1515/bchm3.1993.374.7-12.479.

DOI:10.1515/bchm3.1993.374.7-12.479
PMID:8216899
Abstract

A bacterial strain, designated K1, which utilizes 4-methylquinoline and quinoline as sole source of carbon, nitrogen and energy was isolated from soil. Based on its morphological and physiological characteristics, it was classified as Pseudomonas putida biovar B. Four metabolites of 4-methylquinoline degradation were isolated from the culture supernatant and identified as 4-methyl-2-oxo-1,2-dihydroquinoline, 8-hydroxy-4-methyl-2-oxo-1,2-dihydroquinoline, 7,8-dihydroxy-4-methyl-2-oxo-1,2-dihydroquinoline and 6-hydroxy-5-(2-carboxyethenyl)-4-methyl-1H-2-pyridone. Formation of the latter compound is suggested to proceed by decarbonylation of a putative meta-cleavage product of the 7,8-dihydroxy derivative. During growth on quinoline four compounds were released into the culture fluid, too. Upon isolation they were identified as 2-oxo-1,2-dihydroquinoline, 6-hydroxy-2-oxo-1,2-dihydroquinoline, 5-hydroxy-6-(3-carboxy-3-oxopropenyl)-1H-2-pyridone and 2H-pyran-2-on-[3,2b]-5H-6-pyridone. Thus it is proved, that Pseudomonas putida possesses two different catabolic pathways for various quinoline derivatives, which are induced selectively depending on the growth substrate.

摘要

从土壤中分离出一株名为K1的细菌菌株,该菌株能够利用4-甲基喹啉和喹啉作为唯一的碳、氮和能源来源。根据其形态和生理特征,它被归类为恶臭假单胞菌生物变种B。从培养上清液中分离出4种4-甲基喹啉降解代谢产物,分别鉴定为4-甲基-2-氧代-1,2-二氢喹啉、8-羟基-4-甲基-2-氧代-1,2-二氢喹啉、7,8-二羟基-4-甲基-2-氧代-1,2-二氢喹啉和6-羟基-5-(2-羧基乙烯基)-4-甲基-1H-2-吡啶酮。推测后一种化合物是由7,8-二羟基衍生物的假定间位裂解产物脱羰形成的。在以喹啉为生长底物时,也有4种化合物释放到培养液中。分离后鉴定为2-氧代-1,2-二氢喹啉、6-羟基-2-氧代-1,2-二氢喹啉、5-羟基-6-(3-羧基-3-氧代丙烯基)-1H-2-吡啶酮和2H-吡喃-2-酮-[3,2b]-5H-6-吡啶酮。因此证明,恶臭假单胞菌对各种喹啉衍生物具有两种不同的分解代谢途径,这两种途径根据生长底物的不同而被选择性诱导。

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