Production of methoxyphenol-type natural aroma chemicals by biotransformation of eugenol with a new Pseudomonas sp.

Rabenhorst, J.

doi:10.1007/s002530050846

Cited by 100 publications

(54 citation statements)

References 6 publications

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“…Pseudomonas sp. strain HR199 has been used to produce natural ferulic acid (23); however, the yield of 6.7 g of ferulic acid liter Ϫ1 from 13.9 g of eugenol liter Ϫ1 within 78 h (R. Hopp and J. Rabenhorst, European Patent Office patent application EP0583687, 1994) was too low for a commercial process. To achieve higher yields, the said genes of Pseudomonas sp.…”

Section: Discussionmentioning

confidence: 99%

Highly Efficient Biotransformation of Eugenol to Ferulic Acid and Further Conversion to Vanillin in Recombinant Strains of Escherichia coli

Overhage

Steinbüchel

Priefert

2003

Appl Environ Microbiol

103

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The vaoA gene from Penicillium simplicissimum CBS 170.90, encoding vanillyl alcohol oxidase, which also catalyzes the conversion of eugenol to coniferyl alcohol, was expressed in Escherichia coli XL1-Blue under the control of the lac promoter, together with the genes calA and calB, encoding coniferyl alcohol dehydrogenase and coniferyl aldehyde dehydrogenase of Pseudomonas sp. strain HR199, respectively. Resting cells of the corresponding recombinant strain E. coli XL1-Blue(pSKvaomPcalAmcalB) converted eugenol to ferulic acid with a molar yield of 91% within 15 h on a 50-ml scale, reaching a ferulic acid concentration of 8.6 g liter ؊1 . This biotransformation was scaled up to a 30-liter fermentation volume. The maximum production rate for ferulic acid at that scale was 14.4 mmol per h per liter of culture. The maximum concentration of ferulic acid obtained was 14.7 g liter ؊1 after a total fermentation time of 30 h, which corresponded to a molar yield of 93.3% with respect to the added amount of eugenol. In a two-step biotransformation, E. coli XL1-Blue(pSKvaomPcalAmcalB) was used to produce ferulic acid from eugenol and, subsequently, E. coli(pSKechE/Hfcs) was used to convert ferulic acid to vanillin (J. Overhage, H. Priefert, and A. Steinbüchel, Appl. Environ. Microbiol. 65:4837-4847, 1999). This process led to 0.3 g of vanillin liter؊1 , besides 0.1 g of vanillyl alcohol and 4.6 g of ferulic acid liter ؊1 . The genes ehyAB, encoding eugenol hydroxylase of Pseudomonas sp. strain HR199, and azu, encoding the potential physiological electron acceptor of this enzyme, were shown to be unsuitable for establishing eugenol bioconversion in E. coli XL1-Blue.

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Section: Discussionmentioning

confidence: 99%

Highly Efficient Biotransformation of Eugenol to Ferulic Acid and Further Conversion to Vanillin in Recombinant Strains of Escherichia coli

Overhage

Steinbüchel

Priefert

2003

Appl Environ Microbiol

103

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“…However, the problems associated with chemical insecticides such as health hazards, insect resistance and cost, have led to continuous quest by food protectionists for alternatively safer, cheaper and more ecologically friendly methods of controlling the beetles (Ogunwolu and Idowu 1994). These natural substances have a relatively low mammalian toxicity (Isman 2000) and degrade rapidly in the environment (Rebenhorst 1996;Misra and Pavlostathis 1997).These properties make them attractive alternatives to synthetic insecticides for establishing new control practices with lower mammalian toxicity impact.…”

Section: Introductionmentioning

confidence: 99%

Insecticidal Activity and Chemical Composition of Essential Oil from Artemisia Judaica L. Against Callosobruchus Maculatus (F.) (Coleoptera: Bruchidae)

Abd-Elhady¹

2012

Journal of Plant Protection Research

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“…It is, therefore, necessary to develop alternative natural and safe methods for controlling infections of humans and plants (Clark, 1996;Yao and Tian, 2005). Thus, there has been a growing interest in research concerning the possibility to use plant extracts, essential oils and/or their components that are relatively less damaging to the environment (Rebenhorst, 1996;Misra and Pavlostathis, 1997;Isman, 2000).…”

Section: Introductionmentioning

confidence: 99%

Screening of Antibacterial Activities of Twenty-One Oxygenated Monoterpenes

Kotan

Kordalı

Çakır

2007

Zeitschrift Für Naturforschung C

208

131

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Plant essential oils are widely used as fragrances and flavours in the cosmetic, perfume, drug and food industries. Oxygenated monoterpenes are widespread components of the essential oils, usually occurring in high amount. In this paper, the antibacterial activities of twenty-one oxygenated monoterpenes (borneol, borneol acetate, camphor, carvone, 1,8-cineole, citronellal, -citronellol, dihydrocarvone, fenchol, fenchone, geraniol acetate, isomenthol, limonene oxide, linalool, linalool acetate, nerol, nerol acetate, terpinen-4-ol, α-terpineol, menthol and menthone) and penicillin (standard antibiotic) were determined using a disc diffusion method (in vitro) against 63 bacterial strains, belonging to 37 different genera and 54 species (plant, food and clinic origins). The results showed that the oxygenated monoterpenes exhibited a variable degree of antibacterial activities. These compounds also inhibited the growth of bacterial strains by producing a weak zone of inhibition from 7 to 11 mm in diameter, depending on the susceptibility of the tested bacteria. Among the tested compounds, nerol, linalool α-terpineol, fenchol and terpinen-4-ol showed antibacterial activity at a broad spectrum. However, their antibacterial activities were lower than those of penicillin. In contrast to these compounds, camphor and 1,8-cineole exhibited no inhibition effects on the growth of all tested bacteria.

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Production of methoxyphenol-type natural aroma chemicals by biotransformation of eugenol with a new Pseudomonas sp.

Cited by 100 publications

References 6 publications

Highly Efficient Biotransformation of Eugenol to Ferulic Acid and Further Conversion to Vanillin in Recombinant Strains of Escherichia coli

Highly Efficient Biotransformation of Eugenol to Ferulic Acid and Further Conversion to Vanillin in Recombinant Strains of Escherichia coli

Insecticidal Activity and Chemical Composition of Essential Oil from Artemisia Judaica L. Against Callosobruchus Maculatus (F.) (Coleoptera: Bruchidae)

Screening of Antibacterial Activities of Twenty-One Oxygenated Monoterpenes

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