Formation of coniferyl alcohol from ferulic acid by the white rot fungus Trametes

Nishida, Atsumi; Fukuzumi, T.

doi:10.1016/s0031-9422(00)89328-0

Cited by 45 publications

(24 citation statements)

References 6 publications

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“…However, the fungus hydrogenated the double bond fi rst in p-coumaric acid (Fig. 5B).Reduction of p-coumaric and ferulic acids by whiterot fungi has been reported previously; for example, the reduction of the carboxyl group at the γ-position (Enoki et al, 1981;Estrada Alvarado et al, 2001Falconnier et al, 1994;Gupta et al, 1981;Krings et al, 2001;Lapadatescu et al, 2000;Nishida and Fukuzumi, 1978) and the hydrogenation of C α -C β double bond (Enoki et al, 1981;Estrada Alvarado et al, 2001;Gupta et al, 1981). This study demonstrates that S. commune reduced the side chain of p-coumaric acid but not that of ferulic acid ( Fig.…”

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confidence: 51%

“…The fungus produced 4-vinyl guaiacol as an intermediate during ferulic acid metabolism. Several microorganisms form 4-vinyl guaiacol from ferulic acid (Degrassi et al, 1995;Karmakar et al, 2000;Koseki et al, 1996;Rahouti et al, 1989;Suezawa, 1995;Suezawa et al, 1998), but it has not been identifi ed in the products of ferulic acid metabolized by other Basidiomycetes (Enoki et al, 1981;Falconnier et al, 1994;Gupta et al, 1981;Krings et al, 2001;Mün-zenberger et al, 2003;Nishida and Fukuzumi, 1978). This indicates that the system for metabolizing ferulic acid in S. commune is different from that in other Basidiomycetes.…”

Section: Introductionmentioning

confidence: 99%

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Bioconversion of cinnamic acid derivatives by Schizophyllum commune

Nimura

Tsujiyama

Ueno

2010

J. Gen. Appl. Microbiol.

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To investigate the production of useful phenols from plant resources, we examined the metabolism of cinnamic acid derivatives by a wood-rotting fungus, Schizophyllum commune. Four cinnamic acid derivatives (cinnamic, p-coumaric, ferulic, and sinapic acids) were tested as substrates. Two main reactions, reduction and cleavage of the side chain, were observed. Reduction of the side chain was confi rmed in cinnamic acid and p-coumaric acid metabolism. The side chain cleavage occurred in p-coumaric acid and ferulic acid metabolism but the initial reactions of these acids differed. Sinapic acid was not metabolized by S. commune. p-Hydroxybenzaldehyde accumulation was observed in the culture to which p-coumaric acid was added. This suggests that S. commune is a useful agent for transforming p-coumaric acid into p-hydroxybenzaldehyde. S. commune has the potential to release and metabolize cinnamic acid derivatives esterifi ed or etherifi ed to plant cell walls. It is a white-rot fungus and enables the release of etherifi ed cinnamic acid derivatives during lignin degradation by ligninolytic enzymes such as laccase and peroxidases. It produces ferulic acid esterase (MacKenzie and Bilous, 1988) and p-coumaric acid esterase (unpublished data), and releases cinnamic acid derivatives esterifi ed to xylans in plant cell walls. Furthermore, it secretes highly active extracellular cellulolytic and xylanolytic enzymes during plant biomass degradation (Haltrich and Steiner, 1994) and it has the ability to enhance the accessibility of ligninolytic enzymes and cinnamic acid esterases to plant cell walls. Thus, S. commune is expected to independently convert the cinnamic acid derivatives bound to plant cell walls. KeyVarious kinds of cinnamic acid derivatives are found in plant biomass. To use S. commune for the bioconversion of these acid derivatives, it is necessary to study its metabolic potential. In this study, we investigated the metabolic mechanism of 4 cinnamic acid derivatives by identifying their metabolic products. Materials and MethodsStrain and cultivation methods. Schyzopyllum commune (Kyoto Prefectural University Forestry Collection (KPUF) 0588) was used in this study. The basal medium was prepared according to Kirk et al. (1978) and contained 1% glucose and 1 mM ammonium tartrate as carbon and nitrogen sources, respectively.Conversion test. S. commune was inoculated onto agar culture containing Kirk s basal media, 1% glucose and 1 mM ammonium tartrate in a 90-mm petri dish and cultivated at 28 C for 1 week. A mycelium plug (6 mm in diameter) was inoculated with 30 ml of liquid medium in 100 ml Erlenmeyer fl asks and incubated (stationary) at 28 C. S. commune culture was incubated for 3 days before adding 3 cinnamic acid derivatives, namely p-coumaric acid, ferulic acid, and sinapic acid, and for 5 days when cinnamic acid was added. The cinnamic acid derivatives were aseptically added to the liquid cultures (fi nal concentration: 1.0 mM). The cinnamic acid derivatives tested were cinnamic acid, p-coumaric acid (4-hyd...

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confidence: 51%

Section: Introductionmentioning

confidence: 99%

Bioconversion of cinnamic acid derivatives by Schizophyllum commune

Nimura

Tsujiyama

Ueno

2010

J. Gen. Appl. Microbiol.

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“…commune metabolizes ferulic acid specifi cally, converting it into vanillin and vanillic acid via 4-vinyl guaiacol (Tsujiyama and Ueno, 2008). This metabolic pathway has not been reported in other basidiomycetes (Enoki et al, 1981;Falconnier et al, 1994;Gupta et al, 1981;Krings et al, 2001;Münzenberger et al, 2003;Nishida and Fukuzumi, 1978). Furthermore, S. commune transformed p-coumaric acid into p-hydroxybenzaldehyde and accumulated it in the cultures (Nimura et al, 2010).…”

mentioning

confidence: 90%

Production of cellulolytic enzymes containing cinnamic acid esterase from Schizophyllum commune

Tsujiyama

Ueno

2011

J. Gen. Appl. Microbiol.

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“…The increase in the yield of vanillic acid is not linearly correlated to the increase in the concentration of ferulic acid. Ferulic acid was somewhat inhibitory to mycelial growth of the fungus at high concentration, though it promoted growth of S. commune at low concentration as reported for other white rot fungi (Nishida & Fukuzumi 1978). On the basis of the above results, the time course study was carried out with 5.0 mM ferulic acid.…”

Section: Resultsmentioning

confidence: 54%

“…For example, Trametes sp. was shown to reduce hydroxybenzoate derivatives (Nishida & Fukuzumi 1978). Vanillic acid was found to be formed during the degradation of ferulic acid by a white-rot fungus Sporotrichum pulverulentum (Gupta et al 1981).…”

Section: Introductionmentioning

confidence: 99%