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1
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Biochem J. 1974 Apr;140(1):31-45. doi: 10.1042/bj1400031.
2
Degradation of 3-phenylbutyric acid by Pseudomonas sp.假单胞菌属对3-苯基丁酸的降解作用
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3
The microbial degradation of phenylalkanes. 2-Phenylbutane, 3-phenylpentane, 3-phenyldodecane and 4-phenylheptane.苯基烷烃的微生物降解。2-苯基丁烷、3-苯基戊烷、3-苯基十二烷和4-苯基庚烷。
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4
[Degradation of L-phenylalanine and of aromatic carboxylic acids by chloridazon-degrading bacteria. Combination of side chain degradation and dioxygenase pathway].
Hoppe Seylers Z Physiol Chem. 1981 Sep;362(9):1219-27.
5
The degradation of 1-phenylalkanes by an oil-degrading strain of Acinetobacter lwoffi.洛菲不动杆菌的一株石油降解菌株对1-苯基烷烃的降解作用
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6
Anaerobic degradation of trans-cinnamate and omega-phenylalkane carboxylic acids by the photosynthetic bacterium Rhodopseudomonas palustris: evidence for a beta-oxidation mechanism.光合细菌沼泽红假单胞菌对反式肉桂酸和ω-苯基链烷羧酸的厌氧降解:β-氧化机制的证据
Arch Microbiol. 1992;157(2):148-54. doi: 10.1007/BF00245283.
7
Microbial metabolism of alkylbenzene sulphonates. Bacterial metabolism of undecylbenzene-p-sulphonate and dodecylbenzene-p-sulphonate.烷基苯磺酸盐的微生物代谢。对十二烷基苯磺酸盐和对十一烷基苯磺酸盐的细菌代谢。
Biochem J. 1972 Sep;129(2):389-402. doi: 10.1042/bj1290389.
8
Oxidation of alkyl-substituted cyclic hydrocarbons by a Nocardia during growth on n-alkanes.诺卡氏菌在正构烷烃上生长时对烷基取代环烃的氧化作用。
Appl Microbiol. 1961 Sep;9(5):383-8. doi: 10.1128/am.9.5.383-388.1961.
9
Degradation of methoxylated benzoic acids by a Nocardia from a lignin-rich environment: significance to lignin degradation and effect of chloro substituents.来自富含木质素环境的诺卡氏菌对甲氧基苯甲酸的降解:对木质素降解的意义及氯取代基的影响
Appl Microbiol. 1973 Aug;26(2):176-84. doi: 10.1128/am.26.2.176-184.1973.
10
Oxidation of alkanes to internal monoalkenes by a Nocardia.诺卡氏菌将烷烃氧化为内单烯烃。
J Bacteriol. 1968 Oct;96(4):925-30. doi: 10.1128/jb.96.4.925-930.1968.

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Microbial degradation of contaminants of emerging concern: metabolic, genetic and omics insights for enhanced bioremediation.新出现的关注污染物的微生物降解:增强生物修复的代谢、遗传和组学见解
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2
Diclofenac Degradation-Enzymes, Genetic Background and Cellular Alterations Triggered in Diclofenac-Metabolizing Strain KB4.双氯芬酸降解-酶、遗传背景和在代谢双氯芬酸的 KB4 菌株中触发的细胞变化。
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Quantification of the influence of extracellular laccase and intracellular reactions on the isomer-specific biotransformation of the xenoestrogen technical nonylphenol by the aquatic hyphomycete Clavariopsis aquatica.量化细胞外漆酶和细胞内反应对水生真菌水生棒束孢对异雌激素工业壬基酚的异构体特异性生物转化的影响。
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Fungal Metabolism of n-Alkylbenzenes.真菌对正烷基苯的代谢。
Appl Environ Microbiol. 1986 Feb;51(2):435-7. doi: 10.1128/aem.51.2.435-437.1986.
5
Origin, occurrence, and biodegradation of long-side-chain alkyl compounds in the environment: a review.环境中长侧链烷基化合物的来源、存在及生物降解:综述
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6
Reduced function of a phenylacetate-oxidizing cytochrome p450 caused strong genetic improvement in early phylogeny of penicillin-producing strains.苯乙酸氧化细胞色素P450功能的降低在青霉素生产菌株的早期系统发育中引起了强烈的遗传改良。
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7
Biodegradation of n-alkylcycloalkanes and n-alkylbenzenes via new pathways in Alcanivorax sp. strain MBIC 4326.在食烷菌属菌株MBIC 4326中通过新途径对正烷基环烷烃和正烷基苯进行生物降解。
Appl Environ Microbiol. 2001 Apr;67(4):1970-4. doi: 10.1128/AEM.67.4.1970-1974.2001.
8
Isolation of a bacterial strain able to degrade branched nonylphenol.一株能够降解支链壬基酚的细菌菌株的分离
Appl Environ Microbiol. 1999 Feb;65(2):746-51. doi: 10.1128/AEM.65.2.746-751.1999.
9
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10
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.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。
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Protein measurement with the Folin phenol reagent.使用福林酚试剂进行蛋白质测定。
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2
The production of homogentisic acid out of phenylacetic acid by Aspergillus niger.黑曲霉由苯乙酸生产尿黑酸。
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OXIDATION OF PHENYLACETIC ACID BY A PSEUDOMONAS.假单胞菌对苯乙酸的氧化作用
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METABOLISM OF P-HYDROXYPHENYLACETIC ACID IN PSEUDOMONAS OVALIS.卵形假单胞菌中对羟基苯乙酸的代谢
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THE MICROBIAL METABOLISM OF CINNAMIC ACID.肉桂酸的微生物代谢
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Oxidation of homogentistic acid by cell-free extracts of a vibrio.一种弧菌的无细胞提取物对尿黑酸的氧化作用。
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Oxidation of alkyl-substituted cyclic hydrocarbons by a Nocardia during growth on n-alkanes.诺卡氏菌在正构烷烃上生长时对烷基取代环烃的氧化作用。
Appl Microbiol. 1961 Sep;9(5):383-8. doi: 10.1128/am.9.5.383-388.1961.
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The growth of micro-organisms in relation to their energy supply.微生物生长与其能量供应的关系。
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Effect of chloramphenicol in maintaining the viability of Escherichia coli.氯霉素在维持大肠杆菌活力方面的作用。
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Beta-oxidation of fatty acids by Nocardia opaca.不透明诺卡氏菌对脂肪酸的β-氧化作用。
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碳氢化合物的微生物降解。鲑色诺卡氏菌对1-苯基烷烃的分解代谢。

Microbial degradation of hydrocarbons. Catabolism of 1-phenylalkanes by Nocardia salmonicolor.

作者信息

Sariaslani F S, Harper D B, Higgins I J

出版信息

Biochem J. 1974 Apr;140(1):31-45. doi: 10.1042/bj1400031.

DOI:10.1042/bj1400031
PMID:4451551
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1167968/
Abstract
  1. Nocardia salmonicolor grew on a variety of alkanes, 1-phenylalkanes and 1-cyclo-hexylalkanes as sole carbon and energy sources. 2. Growth on 1-phenyldodecane in batch culture was diauxic. Isocitrate lyase activity was induced during lag phase, reaching a maximum activity in the first growth phase, during which both the aromatic ring and the side chain were degraded. However, 4-phenylbutyrate, 4-phenylbut-3-enoate, 4-phenylbut-2-enoate, 3-phenylpropionate, cinnamate and phenylacetate accumulated in the growth medium. These compounds disappeared at the onset of diauxic lag and four hydroxylated compounds accumulated; one was 4-(o-hydroxyphenyl)but-3-enoate and another was identified as 4-(o-hydroxyphenyl)butyrate. These compounds were utilized during the second growth phase. 3. Washed 1-phenyldodecane-grown cells oxidized acetate, cinnamate, 3,4-dihydroxyphenylacetate, homogentisate, o-, m- and p-hydroxyphenylacetate, phenylacetate, and 4-phenylbutyrate rapidly without lag. 4. Extracts of such cells rapidly oxidized homogentisate,3,4-dihydroxyphenylacetate, catechol and protocatechuate. 5. The organism grew readily on 4-phenylbutyrate, phenylacetate, o-hydroxyphenylacetate, homogentisate and 3,4-dihydroxyphenylacetate as sole carbon energy sources, but growth was slow on cinnamate and 4-phenylbut-3-enoate. 6. When cinnamate and phenylacetate were sole carbon sources for growth, phenylacetate and o-hydroxyphenylacetate respectively were detected in culture supernatants. 4-Phenylbut-3-enoate and 4-phenylbutyrate both yielded a mixture of cinnamate and phenylacetate. 7. It is proposed that 1-phenyldodecane is catabolized by omega-oxidation of the terminal methyl group, side-chain beta-oxidation to 4-phenylbutyrate, both beta- and alpha-oxidation to phenylacetic acid, hydroxylation to homogentisate via o-hydroxyphenylacetate and ring cleavage to maleylacetoacetate. Catabolism via 3,4-dihydroxyphenylacetate may also occur. 8. Growth on 1-phenylnonane was also diauxic and cinnamic acid, phenylpropionic acid, benzoic acid and hydroxyphenylpentanoic acid accumulated in the medium. Respirometric data and ring-cleavage enzyme activities showed similar patterns to those obtained after growth on 1-phenyldodecane. The results suggest that the main catabolic routes for 1-phenyldodecane and 1-phenylnonane may converge at cinnamate. 9. Possible reasons for diauxie are discussed.
摘要
  1. 鲑鱼色诺卡氏菌能在多种烷烃、1-苯基烷烃和1-环己基烷烃上生长,将其作为唯一的碳源和能源。2. 在分批培养中,该菌在1-苯基十二烷上的生长呈双相生长模式。异柠檬酸裂解酶活性在延迟期被诱导,在第一个生长阶段达到最大活性,在此期间,芳香环和侧链均被降解。然而,4-苯基丁酸、4-苯基-3-烯酸、4-苯基-2-烯酸、3-苯基丙酸、肉桂酸和苯乙酸在生长培养基中积累。这些化合物在双相生长延迟期开始时消失,四种羟基化化合物积累;一种是4-(邻羟基苯基)-3-烯酸,另一种被鉴定为4-(邻羟基苯基)丁酸。这些化合物在第二个生长阶段被利用。3. 用1-苯基十二烷培养并洗涤后的细胞能迅速氧化乙酸、肉桂酸、3,4-二羟基苯乙酸、尿黑酸、邻、间和对羟基苯乙酸、苯乙酸和4-苯基丁酸,且无延迟期。4. 这种细胞的提取物能迅速氧化尿黑酸、3,4-二羟基苯乙酸、儿茶酚和原儿茶酸。5. 该菌能很容易地在4-苯基丁酸、苯乙酸、邻羟基苯乙酸、尿黑酸和3,4-二羟基苯乙酸作为唯一碳源和能源的培养基上生长,但在肉桂酸和4-苯基-3-烯酸上生长缓慢。6. 当肉桂酸和苯乙酸作为唯一碳源用于生长时,分别在培养上清液中检测到苯乙酸和邻羟基苯乙酸。4-苯基-3-烯酸和4-苯基丁酸都产生了肉桂酸和苯乙酸的混合物。7. 有人提出,1-苯基十二烷通过末端甲基的ω-氧化、侧链β-氧化生成4-苯基丁酸、β-和α-氧化生成苯乙酸、通过邻羟基苯乙酸羟基化生成尿黑酸以及环裂解生成马来酰乙酰乙酸进行分解代谢。也可能通过3,4-二羟基苯乙酸进行分解代谢。8. 在1-苯基壬烷上的生长也是双相生长,培养基中积累了肉桂酸、苯丙酸、苯甲酸和羟基苯基戊酸。呼吸测定数据和环裂解酶活性显示出与在1-苯基十二烷上生长后获得的数据相似的模式。结果表明,1-苯基十二烷和1-苯基壬烷的主要分解代谢途径可能在肉桂酸处汇合。9. 讨论了双相生长的可能原因。