Pleurotus species convert monoterpenes to furanoterpenoids through 1,4-endoperoxides

Krügener, Sven; Schaper, Carmen; Krings, Ulrich; Berger, Ralf G.

doi:10.1016/j.biortech.2009.01.001

Cited by 23 publications

(23 citation statements)

References 21 publications

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“…The application of fungi for the biodegradation of recalcitrant chemicals has been widely studied [16][17][18][19][20]. This interest is based on the fungal capacity to degrade several molecules of organic pollutants and other persistent toxic substances using nonspecific enzymes [21][22][23][24][25][26]. Basidiomycetes, including the genus Pleurotus, can degrade lignocellulosic materials through extracellular ligninolytic enzymes, such as laccase, manganese peroxidase and lignin peroxidase.…”

Section: Introductionmentioning

confidence: 99%

Optimized Atrazine Degradation by Pleurotus ostreatus INCQS 40310: an Alternative for Impact Reduction of Herbicides Used in Sugarcane Crops

Pereira¹,

Teixeira²,

Oliveira³

et al. 2013

J Microbial Biochem Technol

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The herbicide atrazine (2-chloro-4-ethylamine-6-isopropylamine-s-triazine) is extensively used for weed control in sugarcane crops. The application of fungi for the biodegradation of xenobiotics has been studied with promising results. Therefore, atrazine degradation mediated by Pleurotus ostreatus INCQS 40310 was evaluated, and the involvement of ligninolytic enzymes along with the degradation process was also investigated. To promote high degradation percentages and rates, a fractional factorial experimental design was first used to determine the most significant medium components for atrazine degradation. This strategy improved atrazine degradation from 39.0% to 71.0% after 15 days, with the formation of different metabolites. Afterward, a 3 2 full factorial design was performed using the variables selected in the first part of this study. The salts FeSO 4 and MnSO 4 showed significant influence in the percentages and the rates of atrazine degradation. The medium optimization resulted in 90.3% and 94.5% of atrazine degradation after 10 days and 15 days, respectively. Although laccase activity was measured during the degradation process, it was not possible to correlate laccase activity with atrazine degradation. The results demonstrated the efficiency of P. ostreatus INCQS 40310 for atrazine degradation, thus demonstrating the potential of this fungus as a bioremediation agent.

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Section: Introductionmentioning

confidence: 99%

Optimized Atrazine Degradation by Pleurotus ostreatus INCQS 40310: an Alternative for Impact Reduction of Herbicides Used in Sugarcane Crops

Pereira¹,

Teixeira²,

Oliveira³

et al. 2013

J Microbial Biochem Technol

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“…To arrive at the intended benzylic cleavage, a less reactive substrate was required. A hypothetical mechanism would imply the delocalization of the unpaired electron of the phenoxy radical into the side chain and, after tautomerization and insertion of molecular oxygen, the generation of respective 1,2-endoperoxides; these, in turn, are well known to decay into two carbonyl moieties ( Figure 1 ) [ 13 ].…”

Section: Resultsmentioning

confidence: 99%

A Three-Enzyme-System to Degrade Curcumin to Natural Vanillin

et al. 2015

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The symmetrical structure of curcumin includes two 4-hydroxy-3-methoxyphenyl substructures. Laccase catalyzed formation of a phenol radical, radical migration and oxygen insertion at the benzylic positions can result in the formation of vanillin. As vanillin itself is a preferred phenolic substrate of laccases, the formation of vanillin oligomers and polymers is inevitable, once vanillin becomes liberated. To decelerate the oligomerization, one of the phenolic hydroxyl groups was protected via acetylation. Monoacetyl curcumin with an approximate molar yield of 49% was the major acetylation product, when a lipase from Candida antarctica (CAL) was used. In the second step, monoacetyl curcumin was incubated with purified laccases of various basidiomycete fungi in a biphasic system (diethyl ether/aqueous buffer). A laccase from Funalia trogii (LccFtr) resulted in a high conversion (46% molar yield of curcumin monoacetate) to vanillin acetate. The non-protected vanillin moiety reacted to a mixture of higher molecular products. In the third step, the protecting group was removed from vanillin acetate using a feruloyl esterase from Pleurotus eryngii (PeFaeA) (68% molar yield). Alignment of the amino acid sequences indicated that high potential laccases performed better in this mediator and cofactor-free reaction.

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“…Fungal bioconversion of β-myrcene using Pleurotus sp. was recently investigated (see chapter 3.1)[90][91][92]. An overview of primary oxygenated microbial…”

mentioning

confidence: 99%

“…Primary microbial oxygenated biotransformation products of βmyrcene[82,[90][91][92][93][94] biotransformation products of β-myrcene is given in…”

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confidence: 99%

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Terpene Bioconversion – How does its Future Look?

Krings

Berger

2010

Natural Product Communications

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The usage of essential oils as such or of volatile fractions thereof is widespread in the flavor and fragrance industry to aromatize perfumery and cosmetic products, foodstuffs, and many household and pharmaceutical products. The increased market share of convenience food together with consumers' request for constant high quality and natural products have established a lasting increase in the demand for natural flavorings that cannot be satisfied by the traditional plant materials. This review summarizes selected work on terpene bioconversion / transformation and focuses on recently published papers dealing with novel strains and products, high product yields, intriguing genetic engineering approaches, and integrated bioprocesses. The future perspectives of an industrial realization of a biotechnological production of terpene-derived natural flavors are critically evaluated.

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Pleurotus species convert monoterpenes to furanoterpenoids through 1,4-endoperoxides

Cited by 23 publications

References 21 publications

Optimized Atrazine Degradation by Pleurotus ostreatus INCQS 40310: an Alternative for Impact Reduction of Herbicides Used in Sugarcane Crops

Optimized Atrazine Degradation by Pleurotus ostreatus INCQS 40310: an Alternative for Impact Reduction of Herbicides Used in Sugarcane Crops

A Three-Enzyme-System to Degrade Curcumin to Natural Vanillin

Terpene Bioconversion – How does its Future Look?

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