Octene Epoxidation by a Cold-Stable Alkane-Oxidizing Isolate of Pseudomonas oleovorans

Schwartz, Robert D.

doi:10.1128/aem.25.4.574-577.1973

Cited by 33 publications

(20 citation statements)

References 5 publications

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“…With C-odd n-alkanes, no C-even monomers were found PHA formation during growth on 1-alkenes. Besides saturated n-alkanes, unsaturated substrates such as 1-octene can be used by P. oleovorans as carbon and energy sources (4,5,19). After entering the cell, 1-octene is either converted to 1,2-epoxyoctane, which is released as such into the medium, or converted to 8-hydroxy-1-octene.…”

Section: Resultsmentioning

confidence: 99%

Formation of Polyesters by Pseudomonas oleovorans : Effect of Substrates on Formation and Composition of Poly-( R )-3-Hydroxyalkanoates and Poly-( R )-3-Hydroxyalkenoates

Lageveen

Huisman

Preusting

et al. 1988

Appl Environ Microbiol

664

264

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Pseudomonas oleovorans grows on C6 to C12 n-alkanes and 1-alkenes. These substrates are oxidized to the corresponding fatty acids, which are oxidized further via the ,8-oxidation pathway, yielding shorter fatty acids which have lost one or more C2 units. P. oleovorans normally utilizes ,8-oxidation pathway intermediates for growth, but in this paper we show that the intermediate 3-hydroxy fatty acids can also be polymerized to intracellular poly-(R)-3-hydroxyalkanoates (PHAs) when the medium contains limiting amounts of essential elements, such as nitrogen. The monomer composition of these polyesters is a reflection of the substrates used for growth of P. oleovorans. The largest monomer found in PHAs always contained as many C atoms as did the n-alkane used as a substrate. Monomers which were shorter by one or more C2 units were also observed. Thus, for C-even substrates, only C-even monomers were found, the smallest being (R)-3-hydroxyhexanoate. For C-odd substrates, only C-odd monomers were found, with (R)-3-hydroxyheptanoate as the smallest monomer. 1-Alkenes were also incorporated into PHAs, albeit less efficiently and with lower yields than n-alkanes. These PHAs contained both saturated and unsaturated monomers, apparently because the 1-alkene substrates could be oxidized to carboxylic acids at either the saturated or the unsaturated ends. Up to 55% of the PHA monomers contained terminal double bonds when P. oleovorans was grown on 1-alkenes. The degree of unsaturation of PHAs could be modulated by varying the ratio of alkenes to alkanes in the growth medium. Since 1-alkenes were also shortened before being polymerized, as was the case for n-alkanes, copolymers which varied with respect to both monomer chain length and the percentage of terminal double bonds were formed during nitrogen-limited growth of P. oleovorans on 1-alkenes. Such polymers are expected to be useful for future chemical modifications. * Corresponding author. MATERIALS AND METHODS Bacterial strain, media, and growth conditions. P. oleovorans ATCC 29347 was used throughout the experiments. Cells were precultured overnight at 30°C in 250-ml Erlenmeyer flasks containing 50 ml of E medium (29) supple-2924

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Section: Resultsmentioning

confidence: 99%

Formation of Polyesters by Pseudomonas oleovorans : Effect of Substrates on Formation and Composition of Poly-( R )-3-Hydroxyalkanoates and Poly-( R )-3-Hydroxyalkenoates

Lageveen

Huisman

Preusting

et al. 1988

Appl Environ Microbiol

664

264

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“…The P. oleovorans was purchased from America Type Culture Collection (ATCC number # 29347). The P. oleovorans was grown in P1 medium (Schwartz, 1973) with 1% n-octane to an optical density at 660 nm (OD 660 ) of 1.0 before harvested for experimental use. The cells were centrifuged at 10,000g for 5 min, washed twice with 0.1 M phosphate buffer (pH 7) and the pellet was then resuspended in P1 medium (100 mL for the short-term experiments and 250 mL for the longterm experiments) for experimental use.…”

Section: Bacterial Strains and Growth Conditionsmentioning

confidence: 99%

Biodefluorination and biotransformation of fluorotelomer alcohols by two alkane‐degrading Pseudomonas strains

Kim¹,

Wang²,

McDonald³

et al. 2012

Biotech & Bioengineering

100

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Fluorotelomer alcohols [FTOHs, F(CF(2))(n) CH(2)CH(2)OH, n = 4, 6, and 8] are emerging environmental contaminants. Biotransformation of FTOHs by mixed bacterial cultures has been reported; however, little is known about the microorganisms responsible for the biotransformation. Here we reported biotransformation of FTOHs by two well-studied Pseudomonas strains: Pseudomonas butanovora (butane oxidizer) and Pseudomonas oleovorans (octane oxidizer). Both strains could defluorinate 4:2, 6:2, and 8:2 FTOHs, with a higher degree of defluorination for 4:2 FTOH. According to the identified metabolites, P. oleovorans transformed FTOHs via two pathways I and II. The pathway I led to the production of x:2 ketone [dominant metabolite, F(CF(2))(x)C(O)CH(3); x = n - 1, n = 6 or 8], x:2 sFTOH [F(CF(2))(x)CH(OH)CH(3)], and perfluorinated carboxylic acids (PFCAs, perfluorohexanoic, or perfluorooctanoic acid). The pathway II resulted in the formation of x:3 polyfluorinated acid [F(CF(2))(x) C(2)CH(2) COOH] and relatively minor shorter-chain PFCAs (perfluorobutyric or perfluorohexanoic acid). Conversely, P. butanovora transformed FTOHs by using the pathway I, leading to the production of x:2 ketone, x:2 sFTOH, and PFCAs. This is the first study to show that individual bacterium can bio-transform FTOHs via different or preferred transformation pathways to remove multiple --CF(2) -- groups from FTOHs to form shorter-chain PFCAs.

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“…Pseudomonas oleovorans ATCC 29347, kept as frozen stock at −80°C in 15% glycerol, was used in all experiments (Baptist et al, 1963;Lee and Chandler, 1941;Schwartz, 1973).…”

Section: Microorganism and Mediummentioning

confidence: 99%

“…Pseudomonas oleovorans ATCC 29347 (Lee and Chandler, 1941;Schwartz, 1973) is a member of the rRNA homology group I of fluorescent pseudomonads whose common feature is to accumulate mcl-PHAs when grown on carbon sources such as medium-chain-length alkanes or alkanoic acids (Brandl et al, 1988;de Smet et al, 1983;Huisman et al, 1989). It can also grow on simple carbon sources such as citrate, glucose, and glycerol but no PHA accumulation has been reported under these conditions (de Smet et al, 1983;Haywood et al, 1989).…”

Section: Introductionmentioning

confidence: 99%

Accumulation of poly[(R)‐3‐hydroxyalkanoates] in Pseudomonas oleovorans during growth in batch and chemostat culture with different carbon sources

Durner

Zinn

Egli

2001

Biotechnol. Bioeng.

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Pseudomonas oleovorans (ATCC 29347) was grown in batch and chemostat cultures with citrate, hexanoate, heptanoate, octanoate, and nonanoate as single carbon substrates. The growth medium for batch cultures was adjusted such that nitrogen (NH(4)(+)) limitation terminated the exponential-growth phase. During batch cultivation with octanoate or nonanoate the biomass continued to increase after depletion of ammonium due to the accumulation of medium-chain-length poly[(R)-3-hydroxyalkanoates] (mcl-PHAs). Additionally, a significant rate of mcl-PHA accumulation was also observed in the exponential-growth phase of batch cultures. It is well known that the accumulation of reserve materials is strongly dependent on the ratio of nutrients (here of carbon, C, and of nitrogen, N) and that in a batch culture the ratio of C:N is continuously changing. Therefore, we have also investigated the effect of defined ratios of C:N under constant cultivation conditions, namely at a fixed dilution rate (D) in a chemostat fed with different medium C:N ratios. These experiments were performed at a constant D of 0.2 h(-1). The concentration of the nitrogen source in the inflowing medium (N()) was kept constant, while its carbon concentration (C()) was increased stepwise, resulting in an increase of the medium carbon to nitrogen ratio (C()/N() ratio). The culture parameters and the cell composition of steady-state cultures were determined as a function of the C()/N() ratio in the feed medium. Mcl-PHA accumulation was detected during growth with the fatty acids, and three distinct regimes of growth limitation were discovered: In addition to carbon limitation at low, and nitrogen limitation at high C()/N() ratios, an intermediate growth regime of simultaneous limitation by carbon and nitrogen was detected where both substrates were used to completion. The width of this dual-nutrient-limited growth regime was dependent on the change in the yield factors for carbon and nitrogen (Y(X/C), Y(X/N)) measured during single-nutrient-limited growth.

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Octene Epoxidation by a Cold-Stable Alkane-Oxidizing Isolate of Pseudomonas oleovorans

Cited by 33 publications

References 5 publications

Formation of Polyesters by Pseudomonas oleovorans : Effect of Substrates on Formation and Composition of Poly-( R )-3-Hydroxyalkanoates and Poly-( R )-3-Hydroxyalkenoates

Formation of Polyesters by Pseudomonas oleovorans : Effect of Substrates on Formation and Composition of Poly-( R )-3-Hydroxyalkanoates and Poly-( R )-3-Hydroxyalkenoates

Biodefluorination and biotransformation of fluorotelomer alcohols by two alkane‐degrading Pseudomonas strains

Accumulation of poly[(R)‐3‐hydroxyalkanoates] in Pseudomonas oleovorans during growth in batch and chemostat culture with different carbon sources

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