• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

一株假单胞菌对喹啉的微生物转化

Microbial transformation of quinoline by a Pseudomonas sp.

作者信息

Shukla O P

出版信息

Appl Environ Microbiol. 1986 Jun;51(6):1332-42. doi: 10.1128/aem.51.6.1332-1342.1986.

DOI:10.1128/aem.51.6.1332-1342.1986
PMID:3089153
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC239067/
Abstract

A Pseudomonas sp. isolated from sewage by enrichment culture on quinoline metabolized this substrate by a novel pathway involving 8-hydroxycoumarin. During early growth of the organism on quinoline, 2-hydroxyquinoline accumulated as the intermediate; 8-hydroxycoumarin accumulated as the major metabolite on further incubation. 2,8-Dihydroxyquinoline and 2,3-dihydroxyphenylpropionic acid were identified as the other intermediates. Inhibition of quinoline metabolism by 1 mM sodium arsenite led to the accumulation of pyruvate, whereas inhibition by 5 mM arsenite resulted in the accumulation of 2-hydroxyquinoline as the major metabolite and 2,8-dihydroxyquinoline as the minor metabolite. Coumarin was not utilized as a growth substrate by this bacterium, but quinoline-grown cells converted it to 2-hydroxyphenylpropionic acid, which was not further metabolized. Quinoline, 2-hydroxyquinoline, 8-hydroxycoumarin, and 2,3-dihydroxyphenylpropionic acid were rapidly oxidized by quinoline-adapted cells, whereas 2,8-dihydroxyquinoline was oxidized very slowly. Quinoline catabolism in this Pseudomonas sp. is therefore initiated by hydroxylation(s) of the molecule followed by cleavage of the pyridine ring to yield 8-hydroxycoumarin, which is further metabolized via 2,3-dihydroxyphenylpropionic acid.

摘要

通过在喹啉上进行富集培养从污水中分离出的一株假单胞菌,利用一条涉及8-羟基香豆素的新途径代谢这种底物。在该微生物以喹啉为底物的早期生长过程中,2-羟基喹啉作为中间产物积累;进一步培养时,8-羟基香豆素作为主要代谢产物积累。2,8-二羟基喹啉和2,3-二羟基苯丙酸被鉴定为其他中间产物。1 mM亚砷酸钠对喹啉代谢的抑制导致丙酮酸积累,而5 mM亚砷酸钠的抑制则导致2-羟基喹啉作为主要代谢产物和2,8-二羟基喹啉作为次要代谢产物积累。香豆素不能被这种细菌用作生长底物,但以喹啉培养的细胞将其转化为2-羟基苯丙酸,后者不再进一步代谢。喹啉、2-羟基喹啉、8-羟基香豆素和2,3-二羟基苯丙酸能被适应喹啉的细胞快速氧化,而2,8-二羟基喹啉氧化非常缓慢。因此,这种假单胞菌中的喹啉分解代谢是通过分子的羟基化作用开始的,随后吡啶环断裂生成8-羟基香豆素,8-羟基香豆素再通过2,3-二羟基苯丙酸进一步代谢。

相似文献

1
Microbial transformation of quinoline by a Pseudomonas sp.一株假单胞菌对喹啉的微生物转化
Appl Environ Microbiol. 1986 Jun;51(6):1332-42. doi: 10.1128/aem.51.6.1332-1342.1986.
2
Microbiological degradation of quinoline by Pseudomonas stutzeri: the coumarin pathway of quinoline catabolism.施氏假单胞菌对喹啉的微生物降解:喹啉分解代谢的香豆素途径
Microbios. 1989;59(238):47-63.
3
Quinoline biodegradation and its nitrogen transformation pathway by a Pseudomonas sp. strain.一株假单胞菌对喹啉的生物降解及其氮转化途径。
Biodegradation. 2010 Jun;21(3):335-44. doi: 10.1007/s10532-009-9304-9. Epub 2009 Oct 24.
4
Transformation of 2-chloroquinoline to 2-chloro-cis-7,8-dihydro-7,8- dihydroxyquinoline by quinoline-grown resting cells of Pseudomonas putida 86.恶臭假单胞菌86的喹啉生长静止细胞将2-氯喹啉转化为2-氯-顺式-7,8-二氢-7,8-二羟基喹啉。
FEMS Microbiol Lett. 1993 Sep 1;112(2):151-7. doi: 10.1111/j.1574-6968.1993.tb06441.x.
5
Microbial metabolism of quinoline and related compounds. IX. Degradation of 6-hydroxyquinoline and quinoline by Pseudomonas diminuta 31/1 Fa1 and Bacillus circulans 31/2 A1.喹啉及相关化合物的微生物代谢。IX. 微小假单胞菌31/1 Fa1和环状芽孢杆菌31/2 A1对6-羟基喹啉和喹啉的降解
Biol Chem Hoppe Seyler. 1991 Jun;372(6):381-3. doi: 10.1515/bchm3.1991.372.1.381.
6
Biodegradation characteristics of quinoline by Pseudomonas putida.恶臭假单胞菌对喹啉的生物降解特性。
Bioresour Technol. 2010 Oct;101(19):7683-6. doi: 10.1016/j.biortech.2010.05.026.
7
Degradation of quinoline by a soil bacterium.一种土壤细菌对喹啉的降解作用。
Microbios. 1976;15(61-62):177-89.
8
Xenobiotic reductase A in the degradation of quinoline by Pseudomonas putida 86: physiological function, structure and mechanism of 8-hydroxycoumarin reduction.恶臭假单胞菌86中异生素还原酶A在喹啉降解中的作用:8-羟基香豆素还原的生理功能、结构及机制
J Mol Biol. 2006 Aug 4;361(1):140-52. doi: 10.1016/j.jmb.2006.06.007. Epub 2006 Jun 21.
9
[Isolation, identification, and biodegradation characteristics of a quinoline-degrading bacterium].一株喹啉降解菌的分离、鉴定及生物降解特性
Huan Jing Ke Xue. 2008 Dec;29(12):3546-53.
10
Microbial metabolism of quinoline and related compounds. II. Degradation of quinoline by Pseudomonas fluorescens 3, Pseudomonas putida 86 and Rhodococcus spec. B1.
Biol Chem Hoppe Seyler. 1989 Nov;370(11):1183-9. doi: 10.1515/bchm3.1989.370.2.1183.

引用本文的文献

1
Oxidation state of bioavailable dissolved organic matter influences bacterioplankton respiration and growth efficiency.生物可利用溶解有机物的氧化态影响浮游细菌的呼吸作用和生长效率。
Commun Biol. 2025 Jan 29;8(1):145. doi: 10.1038/s42003-025-07574-2.
2
An Intestinal Microbiota-Farnesoid X Receptor Axis Modulates Metabolic Disease.肠道微生物群-法尼酯X受体轴调节代谢性疾病。
Gastroenterology. 2016 Nov;151(5):845-859. doi: 10.1053/j.gastro.2016.08.057. Epub 2016 Sep 14.
3
Microbiome remodelling leads to inhibition of intestinal farnesoid X receptor signalling and decreased obesity.微生物组重塑导致肠道法尼醇 X 受体信号抑制和肥胖减少。
Nat Commun. 2013;4:2384. doi: 10.1038/ncomms3384.
4
Stable isotope- and mass spectrometry-based metabolomics as tools in drug metabolism: a study expanding tempol pharmacology.基于稳定同位素和质谱的代谢组学在药物代谢中的应用:一项扩展替普瑞酮药理学的研究。
J Proteome Res. 2013 Mar 1;12(3):1369-76. doi: 10.1021/pr301023x. Epub 2013 Jan 31.
5
Interaction of 8-hydroxyquinoline with soil environment mediates its ecological function.8-羟基喹啉与土壤环境的相互作用介导了其生态功能。
PLoS One. 2010 Sep 21;5(9):e12852. doi: 10.1371/journal.pone.0012852.
6
Systems toxicology study of doxorubicin on rats using ultra performance liquid chromatography coupled with mass spectrometry based metabolomics.采用超高效液相色谱-质谱联用代谢组学技术对阿霉素进行大鼠系统毒理学研究。
Metabolomics. 2009 Dec;5(4):407-418. doi: 10.1007/s11306-009-0165-3. Epub 2009 May 21.
7
Metabolomic and genetic analysis of biomarkers for peroxisome proliferator-activated receptor alpha expression and activation.过氧化物酶体增殖物激活受体α表达与激活的生物标志物的代谢组学和基因分析
Mol Endocrinol. 2007 Sep;21(9):2136-51. doi: 10.1210/me.2007-0150. Epub 2007 Jun 5.
8
Biodegradation of nitriles in shale oil.页岩油中腈的生物降解。
Appl Environ Microbiol. 1988 Sep;54(9):2197-202. doi: 10.1128/aem.54.9.2197-2202.1988.
9
Recent advances in petroleum microbiology.石油微生物学的最新进展。
Microbiol Mol Biol Rev. 2003 Dec;67(4):503-49. doi: 10.1128/MMBR.67.4.503-549.2003.
10
Selective removal of nitrogen from quinoline and petroleum by Pseudomonas ayucida IGTN9m.食油假单胞菌IGTN9m对喹啉和石油中氮的选择性去除
Appl Environ Microbiol. 2000 Feb;66(2):688-93. doi: 10.1128/AEM.66.2.688-693.2000.

本文引用的文献

1
THE METABOLISM OF COUMARIN BY A MICROORGANISM. II. THE REDUCTION OF O-COUMARIC ACID TO MELILOTIC ACID.
Biochemistry. 1964 Dec;3:1944-7. doi: 10.1021/bi00900a027.
2
THE MICROBIAL METABOLISM OF CINNAMIC ACID.肉桂酸的微生物代谢
Can J Microbiol. 1964 Apr;10:175-85. doi: 10.1139/m64-025.
3
MICROBIAL OXIDATION OF KYNURENIC, XANTHURENIC AND PICOLINIC ACIDS.犬尿喹啉酸、黄尿酸和吡啶甲酸的微生物氧化作用
Biochim Biophys Acta. 1963 Dec 13;78:577-87. doi: 10.1016/0006-3002(63)91023-0.
4
Studies on the metabolism of kynurenic acid. III. Enzymatic formation of 7,8-dihydroxykynurenic acid from kynurenic acid.犬尿喹啉酸的代谢研究。III. 由犬尿喹啉酸酶促形成7,8-二羟基犬尿喹啉酸。
J Biol Chem. 1963 Jan;238:283-93.
5
[Optical studies with coumarin. II. Ultraviolet absorption of monohydroxycoumarin & its derivatives].[香豆素的光学研究。II. 单羟基香豆素及其衍生物的紫外吸收]
Arch Pharm Ber Dtsch Pharm Ges. 1957 Aug-Sep;290/62(8-9):405-12. doi: 10.1002/ardp.19572900809.
6
[Microbiological transformation of quinoline by Pseudomonas putida bacteria].
Mikrobiol Zh (1978). 1980 May-Jun;42(3):284-7.
7
Intestinal conversion of lutein into 3-dehydroretinol in freshwater fish, Heteropneustes fossilis & Channa straitus.
Indian J Biochem Biophys. 1981 Feb;18(1):88.
8
Chromatographic identification of carbonyl compounds. VI. Thin-layer chromatographic resolution of mixtures of keto acid 2,4-dinitrophenylhydrazones.羰基化合物的色谱鉴定。VI. 酮酸2,4-二硝基苯腙混合物的薄层色谱分离
J Chromatogr. 1967 Jun;28(2):263-9. doi: 10.1016/s0021-9673(01)85966-5.
9
The aerobic pseudomonads: a taxonomic study.需氧假单胞菌属:一项分类学研究。
J Gen Microbiol. 1966 May;43(2):159-271. doi: 10.1099/00221287-43-2-159.
10
Microbial transformation of alpha-picolinate by Bacillus sp.芽孢杆菌属对α-吡啶甲酸盐的微生物转化
Indian J Biochem Biophys. 1973 Sep;10(3):176-8.