Limonene bioconversion to high concentrations of a single and stable product, perillic acid, by a solvent-resistant Pseudomonas putida strain

Speelmans, Gea; Bijlsma, A.; Eggink, Gerrit

doi:10.1007/s002530051331

Cited by 62 publications

(56 citation statements)

References 10 publications

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“…Cadwallader et al (1989) obtained a d-limonene-degrading Pseudomonas gladioli strain by selective enrichment, and observed the transient accumulation of perillic acid (probably as a pathway intermediate), and the formation of a-terpineol and an unidentified compound as dead-end products. Speelmans et al (1998) also isolated a strain (P. putida GS1) with dlimonene as the sole carbon source by selective enrichment. In the presence of excess d-limonene, (+) perillic acid was formed at a specific activity of around 10 U/g of dry weight.…”

Section: Metabolites Formed By Limonene-degrading Bacterial Strainsmentioning

confidence: 99%

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Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Duetz

Bouwmeester²,

Beilen

et al. 2003

Appl Microbiol Biotechnol

231

147

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The past 5 years have seen significant progress in the field of limonene biotransformation, especially with regard to the regiospecificity of microbial biocatalysts. Whereas earlier only regiospecific biocatalysts for the 1,2 position (limonene-1,2-diol) and the 8-position (a-terpineol) were available, recent reports describe microbial biocatalysts specifically hydroxylating the 3-position (isopiperitenol), 6-position (carveol and carvone), and 7-position (perillyl alcohol, perillylaaldehyde, and perillic acid). The present review also includes the considerable progress made in the characterization of plant P-450 limonene hydroxylases and the cloning of the encoding genes.

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Section: Metabolites Formed By Limonene-degrading Bacterial Strainsmentioning

confidence: 99%

“…For example, the biodegradation route of limonene involving the cymene degradation enzymes (Mars et al 2001;Speelmans et al 1998) might be considered primarily a cometabolic conversion, as a large part of the d-limonene supplied is not mineralized but accumulates as perillic acid.…”

Section: Co-metabolic Conversions By Oxygenases Involved In the Degramentioning

confidence: 99%

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Duetz

Bouwmeester²,

Beilen

et al. 2003

Appl Microbiol Biotechnol

231

147

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“…This is in accordance with the bacterial biotransformation processes already published, as great part of them refers to Pseudomonas sp. (3,7,10,11,19,26,32) and Bacillus sp. limonene conversions (4,5,15,23).…”

Section: Use Of Limonene As Sole Carbon Sourcementioning

confidence: 99%

“…The isolation of microorganisms from this extreme environment will enable innovations in the field of fermentation and might bring several benefits to industries (16). A solvent-resistant Pseudomonas putida strain for the limonene bioconversion has already been isolated from sludge (26).…”

Section: Introductionmentioning

confidence: 99%

Isolation and screening of d-limonene-resistant microorganisms

Bicas

Pastore

2007

Braz. J. Microbiol.

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This study reports the isolation of microorganisms that are resistant to environment containing limonene, the most important residue in the citrus industry. For the isolation, samples collected from strategic places of a citrus processing plant (yellow water, entrance and exit of the bagasse tank, effluent and deteriorated fruits found in bins, machine straps, fruit washers and plant floor), some citrus fruit and mint from local market were used. The samples were incubated in rotary shaker at 30ºC/150rpm for 48h or 7 days in YM medium containing 0.1% limonene. Great part of the 112 strains recovered after 48h and the 126 strains recovered after 7 days were identified as Gram positive bacilli, followed by Gram negative bacilli, yeasts and Gram positive cocci, besides five fungi. About half of the Gram positive and Gram negative bacilli and yeasts and some Gram positive Cocci were resistant to limonene concentrations up to 2% in the medium broth. Amongst them seventy were able to grow in mineral medium containing limonene as sole carbon source. The research described in this paper is the initial step for the exploration of flavor compounds production via biotransformation of limonene, a nonexpensive by-product of citrus industry.

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“…The method described by Speelmans et al (2008) was with some modifications standardised for the analysis of the products on a gas chromatograph. The products were further identified by GC and GC-MS analyses.…”

Section: Microorganismsmentioning

confidence: 99%

Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved

Esmaeili¹,

Rohany²,

Safaiyan³

et al. 2011

Czech J. Food Sci.

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Esmaeili A., Rohany S., Safaiyan S., Amir Z.S. (2011): Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved. Czech J. Food Sci., 29: 610-615.Citronellol and hydroxy citronellal are fragrance ingredients used in decorative cosmetics and fine fragrances. They have many applications in flavourings, extracts, foods, and drugs manufacturing. Their use worldwide is in the range exceeding 1000 metric tons per annum. Previous studies investigated the biotransformation of citral by the free cell method and immobilised cell method with Saccharomyces cerevisae. In this research, the microbial transformation of citral by the sporulated surface cultures method with Aspergillus niger-PTCC 5011 was studied. In experiments, A. niger was inoculated on solid media in conical flasks. The transformation took place for the periods of time of 6 days and 15 days. The results were analysed by the theoretical study, Fourier transform infrared spectroscopy, gas chromatography, and gas chromatography-mass spectroscopy. The major compounds produced in 6 days were acetone (26.2%) and hydroxy citronellal (37.0%), while the major compounds after the 15-day period were acetone (15.0%) and citronellol (36.0%). As citronellol has numerous commercial applications, the 15-day biotransformation period was found to be preferable.

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Limonene bioconversion to high concentrations of a single and stable product, perillic acid, by a solvent-resistant Pseudomonas putida strain

Cited by 62 publications

References 10 publications

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Isolation and screening of d-limonene-resistant microorganisms

Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved

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