The metabolism of cyclohexanecarboxylic acid and 3-cyclohexenecarboxylic acid by Pseudomonas putida

1982 ◽  
Vol 28 (12) ◽  
pp. 1324-1329 ◽  
Author(s):  
E. R. Blakley ◽  
B. Papish
Keyword(s):  
Benzoic Acid ◽  
Pseudomonas Putida ◽  
Sole Source ◽  
Oxidation Pathway ◽  
Cyclohexanecarboxylic Acid

A strain of Pseudomonas putida grew rapidly on cyclohexanecarboxylic acid as a sole source of carbon. A CoA-mediated β-oxidation pathway was induced for the metabolism of the compound. The organism could not utilize 3-cyclohexenecarboxylic acid as a sole source of carbon for growth, but cells grown on gluconate in the presence of 3-cyclohexenecarboxylic acid were induced to metabolize cyclohexanecarboxylic acid, benzoic acid, and catechol. Evidence is presented that 3-cyclohexenecarboxylic acid was slowly metabolized by a β-oxidation pathway and by a pathway involving benzoic acid as an intermediate. For this strain of Pseudomonas putida, 3-cyclohexenecarboxylic acid acts as an oxidizable, nongrowth substrate and induces the metabolism of cyclohexanecarboxylic acid and benzoic acid.

Significant effect of base on the improvement of selectivity in the hydrogenation of benzoic acid over NiZrB amorphous alloy supported on γ-Al2O3

2015 ◽  
Vol 5 (6) ◽  
pp. 3281-3287 ◽  
Author(s):  
Xin Wen ◽  
Yingying Cao ◽  
Xianliang Qiao ◽  
Libo Niu ◽  
Li Huo ◽  
...  
Keyword(s):  
Amorphous Alloy ◽  
Benzoic Acid ◽  
Cyclohexanecarboxylic Acid

The selectivity for cyclohexanecarboxylic acid was significantly enhanced by adding small amounts of bases in benzoic acid hydrogenation.

Simultaneous degradation of acetonitrile and biphenyl by Pseudomonas aeruginosa

1991 ◽  
Vol 37 (6) ◽  
pp. 411-418 ◽  
Author(s):  
Mohamed S. Nawaz ◽  
Kirit D. Chapatwala
Keyword(s):  
Pseudomonas Aeruginosa ◽  
Acetic Acid ◽  
Benzoic Acid ◽  
Sole Carbon Source ◽  
Nitrile Hydratase ◽  
Sole Source ◽  
Sole Nitrogen Source ◽  
Carbon And Nitrogen ◽  
Simultaneous Degradation ◽  
Key Words Biodegradation

A bacterium capable of utilizing either acetonitrile as the sole source of carbon and nitrogen or biphenyl as the sole source of carbon was isolated from soil and identified as Pseudomonas aeruginosa. The bacterium also utilized other nitriles, amides, and polychlorinated biphenyls (PCBs) as growth substrates. Acetonitrile- or biphenyl-grown cells oxidized these substrates without a lag. In studies with [14C]acetonitrile, nearly 74% of the carbon was recovered as 14CO2 and 8% was associated with the biomass. In studies with [14C]biphenyl, nearly 68% of the carbon was recovered as 14CO2 and nearly 6% was associated with the biomass. Although higher concentrations of acetonitrile as the sole sources of nitrogen inhibited the rates of [14C]biphenyl mineralization, lower concentrations (0.05%, w/v) gave a 77% stimulation in 14CO2 recovery. Pseudomonas aeruginosa metabolized acetonitrile to ammonia and acetic acid and biphenyl to benzoic acid. The bacterium also simultaneously utilized biphenyl as the sole carbon source and acetonitrile as the sole nitrogen source. However, biphenyl utilization increased only after the depletion of acetronitrile. Metabolites of the mixed substrate were ammonia and benzoic acid, which completely disappeared in the later stages of incubation. Nitrile hydratase and amidase were resposible for the transformation of acetonitrile to acetic acid and ammonia. Key words: biodegradation, acetonitrile, biphenyl, Pseudomonas aeruginosa.

Degradation of (–)-Ephedrine by Pseudomonas putida Detection of (–)-Ephedrine: NAD+-oxidoreductase from Arthrobacter globiformis

1980 ◽  
Vol 35 (1-2) ◽  
pp. 80-87 ◽  
Author(s):  
E. Klamann ◽  
F. Lingens
Keyword(s):  
Pseudomonas Putida ◽  
Enrichment Culture ◽  
Culture Fluid ◽  
Sole Source ◽  
Culture Technique ◽  
Arthrobacter Globiformis ◽  
Muconic Acid ◽  
Ammonium Sulphate Precipitation ◽  
Wide Range ◽  
Nad Oxidoreductase

Abstract A bacterium utilizing the alkaloid (-)-ephedrine as its sole source of carbon was isolated by an enrichment-culture technique from soil supplemented with 4-benzoyl-1,3-oxazolidinon-(2). The bacterium was identified as Pseudomonasputida by morphological and physiological studies. The following metabolites were isolated from the culture fluid: methylamine, formaldehyde, methyl- benzoylcarbinol (2-hydroxy-1-oxo-1-phenylpropane), benzoid acid, pyrocatechol and cis, cis- muconic acid. A pathway for the degradation of (-)-ephedrine by Pseudomonas putida is proposed and compared with the degradative pathway in Arthrobacter globiformis.The enzyme, which is responsible for the first step in the catabolism of (-)-ephedrine could be demonstrated in extracts from Arthrobacter globiformis. This enzyme catalyses the dehydrogena- tion of (-)-ephedrine yielding phenylacetylcarbinol/methylbenzoylcarbinol and methylamine. It requires NAD+ as cofactor and exhibits optimal activity at pH 11 in 0.1 m glycine/NaOH buffer. The Km value for (-)-ephedrine is 0.02 mM and for NAD+ 0.11 mм, respectively. No remarkable loss of activity is observed following treatment with EDTA. The enzyme has been shown to react with a wide range of ethanolamines. A slight enrichment was obtained by ammonium sulphate precipitation. The name (-)-ephedrine: NAD+-oxidoreductase (deaminating) is proposed.

scholarly journals Biodegradation ofn-Alkylcycloalkanes and n-Alkylbenzenes via New Pathways in Alcanivorax sp. Strain MBIC 4326

2001 ◽  
Vol 67 (4) ◽  
pp. 1970-1974 ◽  
Author(s):  
Tapan K. Dutta ◽  
Shigeaki Harayama
Keyword(s):  
Carboxylic Acid ◽  
Benzoic Acid ◽  
Side Chain ◽  
Alkyl Side Chain ◽  
Cyclohexanecarboxylic Acid ◽  
Long Chain

ABSTRACT The degradation of long-chain n-alkylbenzenes andn-alkylcyclohexanes by Alcanivorax sp. strain MBIC 4326 was investigated. The alkyl side chain of these compounds was mainly processed by β-oxidation. In the degradation ofn-alkylcyclohexanes, cyclohexanecarboxylic acid was formed as an intermediate. This compound was further transformed to benzoic acid via 1-cyclohexene-1-carboxylic acid.

scholarly journals Microbial metabolism of alkylbenzene sulphonates. Bacterial metabolism of undecylbenzene-p-sulphonate and dodecylbenzene-p-sulphonate

1972 ◽  
Vol 129 (2) ◽  
pp. 389-402 ◽  
Author(s):  
A. J. Willetts ◽  
R. B. Cain
Keyword(s):  
Cytochrome C ◽  
Sole Source ◽  
Side Chain ◽  
Bacillus Species ◽  
Kinetic Properties ◽  
Alkyl Aryl ◽  
Initial Oxidation ◽  
Continuous Sampling ◽  
Cytochrome C Reductase ◽  
Oxidation Pathway

1. A study was made of the biodegradation of alkylbenzene sulphonate homologues, one of the major components of commercially marketed detergents. A Bacillus species was elected for growth on alkylbenzene sulphonate homologues as the sole source of carbon and sulphur. 2. The results from both whole-cell and cell-free systems indicated that the alkyl, aryl and sulphonate moieties of alkylbenzene sulphonate homologues were all further metabolized by the Bacillus species. 3. The alkyl side chain, after a presumed initial oxidation of the terminal methyl group, was subsequently oxidized by a β-oxidation pathway. Three enzymes of the β-oxidation pathway, i.e. acyl-CoA synthetase, acyl-CoA dehydrogenase and β-hydroxyacyl-CoA dehydrogenase, were identified in cell-free extracts of the detergent-grown Bacillus species. The substrate specificity of acyl-CoA synthetase indicated activity towards several alkylbenzene sulphonate homologues. 4. The sulphonate moiety was released as sulphite by a desulphonating enzyme. Some kinetic properties of this enzyme were determined. The sulphite was subsequently metabolized to either sulphate or adenosine 5′-sulphatophosphate. Two enzymes involved in sulphite metabolism, i.e. sulphite–cytochrome c reductase and adenosine 5′-sulphatophosphate–cytochrome c reductase were detected in cell-free extracts of undecylbenzene-p-sulphonate-grown Bacillus species. 5. The combined results of continuous sampling programmes monitored by both t.l.c. and sulphite appearance in the growth medium indicated that desulphonation of the aromatic moiety was the likely first step in the overall biodegradation of several alkylbenzene sulphonate homologues. 6. The presence of p-hydroxyphenylpropionate, p-hydroxybenzoate and 3,4-dihydroxybenzoate in cells after growth on several alkylbenzene sulphonate homologues containing an odd number of carbon atoms in the side chain was confirmed by g.l.c. and t.l.c. analysis. Cells grown on several homologues containing an even number of carbon atoms in the side chain were shown to contain p-hydroxyphenylacetate and 3,4-dihydroxyphenylacetate. 7. The aromatic nucleus obtained from undecylbenzene-p-sulphonate was further metabolized by an oxidation sequence involving an ‘ortho-cleavage’ route. 8. An overall metabolic pathway for the biodegradation of various alkylbenzene sulphonate homologues by this Bacillus species is proposed.

scholarly journals Metabolism of biphenyl. 2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoate: the meta-cleavage product from 2,3-dihydroxybiphenyl by Pseudomonas putida

1973 ◽  
Vol 134 (4) ◽  
pp. 1063-1066 ◽  
Author(s):  
Danilo Catelani ◽  
Antonio Colombi ◽  
Claudia Sorlini ◽  
Vittorio Treccani
Keyword(s):  
Mass Spectrometry ◽  
Benzoic Acid ◽  
Pseudomonas Putida ◽  
Dienoic Acid ◽  
Cleavage Product ◽  
Degradative Pathway

1. 2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid was isolated and identified from washed suspensions of Pseudomonas putida incubated in the presence of 2,3-dihydroxybiphenyl. 2. Benzoic acid was isolated from reaction mixtures of crude cell-free extracts incubated with 2,3-dihydroxybiphenyl. 3. The presence in the same reaction mixtures of either 4-hydroxy-2-oxovalerate or 2-hydroxypenta-2,4-dienoate was suggested by mass spectrometry. 4. The degradative pathway of biphenyl is discussed.

Disruption of β-oxidation pathway in Pseudomonas putida KT2442 to produce new functionalized PHAs with thioester groups

2011 ◽  
Vol 89 (5) ◽  
pp. 1583-1598 ◽  
Author(s):  
Isabel F. Escapa ◽  
Valle Morales ◽  
Verónica P. Martino ◽  
Eric Pollet ◽  
Luc Avérous ◽  
...  
Keyword(s):  
Pseudomonas Putida ◽  
Oxidation Pathway

scholarly journals Complete Genome Sequence of the Polychlorinated Biphenyl-Degrading Bacterium Pseudomonas putida KF715 (NBRC 110667) Isolated from Biphenyl-Contaminated Soil

2017 ◽  
Vol 5 (7) ◽  
Author(s):  
Hikaru Suenaga ◽  
Atsushi Yamazoe ◽  
Akira Hosoyama ◽  
Nobutada Kimura ◽  
Jun Hirose ◽  
...  
Keyword(s):  
Pseudomonas Putida ◽  
Genome Sequence ◽  
Complete Genome Sequence ◽  
Complete Genome ◽  
Polychlorinated Biphenyl ◽  
Sole Source ◽  
Circular Chromosome ◽  
Content Type ◽  
Degrading Bacterium ◽  
Catabolic Genes

ABSTRACT Pseudomonas putida KF715 (NBRC 110667) utilizes biphenyl as a sole source of carbon and degrades polychlorinated biphenyls (PCBs). Here, we report a complete genome sequence of the KF715 strain, which comprises a circular chromosome and four plasmids. Biphenyl catabolic genes were located on the largest plasmid, pKF715A.

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