Galactose Oxidase from Polyporus circinatus, Fr

Cooper, John A.; Smith, Wilfrid; Bacila, Metry; Medina, Heitor

doi:10.1016/s0021-9258(18)70223-8

Cited by 148 publications

(30 citation statements)

References 14 publications

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“…They are often used in conjugation with catalaseto remove deleterious H 2 O 2 and peroxidase (e.g., horseradish peroxidase, HRP) for their activation . For many years, the only characterized member from this family was the canonical galactose 6-oxidase (EC 1.1.3.9) from Fusarium graminearum ( Fgr GalOx) . Recently, a new type of alcohol oxidases (CRO-AlcOx) was found in this family.…”

Section: Introductionmentioning

confidence: 99%

Comprehensive Insights into the Production of Long Chain Aliphatic Aldehydes Using a Copper-Radical Alcohol Oxidase as Biocatalyst

Ribeaucourt

Bissaro

Guallar

et al. 2021

ACS Sustainable Chem. Eng.

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The oxidation of alcohols is a cornerstone reaction in chemistry, notably in the flavors and fragrances industry where long chain aliphatic aldehydes are major odorant compounds. In a context where greener alternatives are sought after, biocatalysis holds many promises. Here, we investigated the ability of the alcohol oxidase from Colletotrichum graminicola (CgrAlcOx) -an organic cofactor-free enzyme belonging to the copper-radical oxidases (CROs) class -to convert industrially-relevant long chain aliphatic alcohols. CgrAlcOx is a competent catalyst for the conversion of octan-1-ol, when supported by the accessory enzymes peroxidase and catalase. Detailed examination of the products revealed the occurrence of an overoxidation step leading to the production of carboxylic acid for some aliphatic aldehydes and benzaldehyde derivatives. The partition between aldehyde and acid products varied upon substrate properties (chain length and propensity to form geminal-diols), enzyme specificity, and could be tuned by controlling the reaction conditions. In silico analyses suggested an inhibitory binding mode of long chain aliphatic geminal-diols and a substrate-induced fit mechanism for a benzyl alcohol-derivative. By demonstrating their natural ability to perform long chain aliphatic alcohol oxidation, the present study establishes the potential of fungal CRO-AlcOx as promising candidates for the green production of flavors and fragrances compounds.

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Section: Introductionmentioning

confidence: 99%

Comprehensive Insights into the Production of Long Chain Aliphatic Aldehydes Using a Copper-Radical Alcohol Oxidase as Biocatalyst

Ribeaucourt

Bissaro

Guallar

et al. 2021

ACS Sustainable Chem. Eng.

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“…Regarding Cu-containing AOx, also named copper radical alcohol oxidases (CRO), the redox mechanism in galactose oxidase (GOase) was first described in 1959 by Cooper et al [ 9 ]. Investigations revealed the mechanism likely proceeded via two consecutive single-electron transfer steps ( scheme 2 ) [ 11 , 12 ].…”

Section: Discussionmentioning

confidence: 99%

Oxidase enzymes as sustainable oxidation catalysts

et al. 2022

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Oxidation is one of the most important processes used by the chemical industry. However, many of the methods that are used pose significant sustainability and environmental issues. Biocatalytic oxidation offers an alternative to these methods, with a now significant enzymatic oxidation toolbox on offer to chemists. Oxidases are one of these options, and as they only depend on molecular oxygen as a terminal oxidant offer perfect atom economy alongside the selectivity benefits afforded by enzymes. This review will focus on examples of oxidase biocatalysts that have been used for the sustainable production of important molecules and highlight some important processes that have been significantly improved through the use of oxidases. It will also consider emerging classes of oxidases, and how they might fit in a future biorefinery approach for the sustainable production of important chemicals.

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“…Most of the copper-dependent enzymes are classified within the Auxiliary Activities (AA) class (14) in the CAZy database (www.cazy.org) (15). The founding member of copper radical oxidases (CROs), a galactose oxidase (EC 1.1.3.9), was discovered in 1959 from the secretome of Fusarium graminearum (16,17). In 2013, fungal CROs have been classified within the AA5 family and further classified into subfamilies AA5_1 and AA5_2.…”

Section: Introductionmentioning

confidence: 99%

Time-resolved secretome analysis of threeColletotrichumspecies identifies copper radical alcohol oxidases for the production of fatty aldehydes

Ribeaucourt

Saker

Navarro

et al. 2021

Preprint

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Copper Radical Alcohol Oxidases (CRO-AlcOx), which have been recently discovered among fungal phytopathogens are attractive for the production of fragrant fatty aldehydes. To investigate the secretion of CRO-AlcOx by natural fungal strains, we undertook time-course analyses of the secretomes of three Colletotrichum species (C. graminicola, C. tabacum and C. destructivum) using proteomics. The addition of a copper-manganese-ethanol mixture to Colletotrichum cultures unexpectedly induced the secretion of up to 400 proteins, 29-52% of which were carbohydrate-active enzymes (CAZymes), including a wide diversity of copper-containing oxidoreductases from the auxiliary activities (AA) class (AA1, AA3, AA5, AA7, AA9, AA11-AA13, AA16). Under these specific conditions, while a CRO-glyoxal oxidase from the AA5_1 subfamily was among the most abundantly secreted proteins, the targeted AA5_2 CRO-AlcOx were secreted at lower levels, suggesting heterologous expression as a more promising strategy for CRO-AlcOx production and utilization. C. tabacum and C. destructivum CRO-AlcOx were expressed in Pichia pastoris and their preference toward both aromatic and aliphatic primary alcohols was assessed. The CRO-AlcOx from C. destructivum was further investigated in applied settings, revealing a full conversion of C6 and C8 alcohols into their corresponding fragrant aldehydes.

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Galactose Oxidase from Polyporus circinatus, Fr

Cited by 148 publications

References 14 publications

Comprehensive Insights into the Production of Long Chain Aliphatic Aldehydes Using a Copper-Radical Alcohol Oxidase as Biocatalyst

Comprehensive Insights into the Production of Long Chain Aliphatic Aldehydes Using a Copper-Radical Alcohol Oxidase as Biocatalyst

Oxidase enzymes as sustainable oxidation catalysts

Time-resolved secretome analysis of threeColletotrichumspecies identifies copper radical alcohol oxidases for the production of fatty aldehydes

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