Iso-alkane oxidation by aPseudomonas Part I.—Metabolism of 2-methylhexane

Thijsse, G. J. E.; Linden, A. C. van der

doi:10.1007/bf02538437

Cited by 36 publications

(11 citation statements)

References 7 publications

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“…The initial pathway of alkane oxidation is the following: R-CH3 R-CH20H --R-CHO -R-COOH. This pathway has been established by simultaneous adaptation experiments (2, 7, 15) and chromatographic analysis of the products of alkane oxidation (16,17). Baptist et al (3) have identified an enzyme system from Pseudomonas putida PpG6 grown on alkanes which is capable of oxidizing octane to octanoic acid, and the properties of the enzyme complex which catalyzes the initial hydroxylation reaction have been extensively studied (3,6,9,11,12).…”

mentioning

confidence: 99%

Physiological function of the Pseudomonas putida PpG6 (Pseudomonas oleovorans) alkane hydroxylase: monoterminal oxidation of alkanes and fatty acids

Nieder¹,

Shapiro²

1975

J Bacteriol

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Pseudomonas putida PpG6 is able to utilize purified n-alkanes of six to ten carbon atoms for growth. It can also grow on the primary terminal oxidation products of these alkanes and on 1-dodecanol but not on the corresponding 2-ketones or 1,6-hexanediol, adipic acid, or pimelic acid. Revertible point mutants can be isolated which have simultaneously lost the ability to grow on all five n-alkane growth substrates but which can still grow on octanol or nonanol. An acetate-negative mutant defective in isocitrate lysase activity is unable to grow on even-numbered alkanes and fatty acids. Analysis of double mutants defective in acetate and propionate or in acetate and glutarate metabolism shows that alkane carbon is assimilated only via acetyl-coenzyme A and propionyl-coenzyme A. These results support the following conclusions: (i) The n-alkane growth specificity of P. putida PpG6 is due to the substrate specificity of whole-cell alkane hydroxylation; (ii) there is a single alkane hydroxylase enzyme complex; (iii) the physiological role of this complex is to initiate the monoterminal oxidation of alkane chains; and (iv) straight-chain fatty acids from butyric through nonanoic are degraded exclusively by beta-oxidation from the carboxyl end of the molecule.

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mentioning

confidence: 99%

Physiological function of the Pseudomonas putida PpG6 (Pseudomonas oleovorans) alkane hydroxylase: monoterminal oxidation of alkanes and fatty acids

Nieder¹,

Shapiro²

1975

J Bacteriol

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“…l ,2) Subsequently, we found that propane oxidation activity decreases temporarily after it has reached a peak (middle phase, 45-48 hr) and then the observed increase of the activity resumes from the late log-to stationary phase (72-93 hr) in the cultivation using a 2.5-1 jar fermentor with propane alone. 3) On the other hand, we found that propane-grown resting mycelia oxidize secondary alcohols (C 3 to C 10 ) to the corresponding methylketones, but do not oxidize 3-pentanol and 3-hexanol. 4) iso-Alkanes seems to be oxidized by comparatively few microorganisms in general.…”

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confidence: 73%

“…grown on 2-methylhexane, although 2-methylhexanoic acid was observed to accumulate, and they did not mention the appearance of dicarboxylic acids. 10 Scedosporium sp. A-4 grew on isobutanol, 3-methyl-I-butanol, 2-methyl-I-butanol, 4-methyl-l-pentanol, and 2-methyl-l-pentanol, but not on tert-butanol, 3-methyl-2-butanol, 2-methyl-2-butanol, 4-methyl-2-pentanol, 2-methyl-3-pentanol, 2-methyl-2-pentanol, or 3-methyl-I-pentanol.…”

Section: Resultsmentioning

confidence: 99%

Oxidation of Short-chain iso-Alkanes by Gaseous Hydrocarbon Assimilating Mold,Scedosporiumsp. A-4

Onodera¹,

Sakai

Endo

et al. 1990

Agricultural and Biological Chemistry

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“…Since long chain hydrocarbons are decomposed by microorganisms by a similar mechanism (Thijsse & van der Linden, 1961), we hypothesized that organisms capable of using hydrocarbons as sole source of carbon might degrade the side chain of sterols selectively without concomitant ring cleavage.…”

Section: Resultsmentioning

confidence: 99%

Microbial transformation of?-sitosterol byNocardia sp. M 29

Martin¹,

Wagner²

1976

European J. Appl Microbiol.

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Summary. The degradation and conversion of ~-sitosterol to C-17-ketosteroids by Nocardia sp. M 29 was studied. Maximal enzymatic activity was found after 24 h of incubation. Although the key enzymes involved in the decomposition of ~-sitosterol were inducible, no separate induction of side chain hydroxylase or 9~-hydroxylase was possible. Inhibition of the steroid ring cleaving enzyme by ~,e'-dipyridyl resulted in low yields of 4-androstene-3,17=dione and 1,4-androstadiene-3,]7-dione (total yield 22 %). Addition of lipophilic organic adsorbents (Amberlite XAD-2 and XAD-4) stimulated the 1,4-androstadiene-3,17-dione formation (maximal 50 % within 120 h of incubation). Furthermore, 3-oxo-23,24-dinor-l,4-choladienic acid and 3-oxo-23,24-dinor-1,4-choladienic acid methyl ester were accumulated in the presence of Amberlite XAD-2 in moderate yields (total II %).

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Iso-alkane oxidation by aPseudomonas Part I.—Metabolism of 2-methylhexane

Cited by 36 publications

References 7 publications

Physiological function of the Pseudomonas putida PpG6 (Pseudomonas oleovorans) alkane hydroxylase: monoterminal oxidation of alkanes and fatty acids

Physiological function of the Pseudomonas putida PpG6 (Pseudomonas oleovorans) alkane hydroxylase: monoterminal oxidation of alkanes and fatty acids

Oxidation of Short-chain iso-Alkanes by Gaseous Hydrocarbon Assimilating Mold,Scedosporiumsp. A-4

Microbial transformation of?-sitosterol byNocardia sp. M 29

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