Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media

Horse radish peroxidase (HRP) from Armoracia rusticana catalyses the oxidation of (R)-limonene into the oxidized derivatives carveol and carvone. This study compares the direct addition (DA) of hydrogen peroxide with its continuous electrogeneration (EG) during the enzymatic oxidation of (R)-limonen...

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Autores principales: La Rotta Hernández,Camilo Enrique, Werberich,Diogo Simon, Mattos,Marcio Contrucci Saraiva de, D'Elia,Eliane
Lenguaje:English
Publicado: Pontificia Universidad Católica de Valparaíso 2007
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400006
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spelling oai:scielo:S0717-345820070004000062009-01-19Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic mediaLa Rotta Hernández,Camilo EnriqueWerberich,Diogo SimonMattos,Marcio Contrucci Saraiva deD'Elia,Eliane Armoracia rusticana bioelectrochemistry carveol carvone horse-radish peroxidase hydrogen peroxide electrogeneration (R)-limonene Horse radish peroxidase (HRP) from Armoracia rusticana catalyses the oxidation of (R)-limonene into the oxidized derivatives carveol and carvone. This study compares the direct addition (DA) of hydrogen peroxide with its continuous electrogeneration (EG) during the enzymatic oxidation of (R)-limonene. Reaction mixtures containing HRP, (R)-limonene as substrate, and hydrogen peroxide, added directly or electrogenerated, in 100 mM sodium-potassium phosphate buffer pH 7.0, at 25ºC were studied. Two electrochemical systems for the hydrogen peroxide electrogeneration were evaluated, both containing as auxiliary electrode (AE) a platinum wire and saturated calomel electrode (SCE) as reference. Reticulated vitreous carbon foam (RVCF) and an electrolytic copper web (CW) were evaluated as working electrodes (WE). Results were compared in terms of hydrogen peroxide electrogeneration, (R)-limonene residual concentration or conversion and product selectivity. Best results in terms of maximum H2O2 concentration (1.2 mM) were obtained using the CW electrode at -620 mV SCE, and continuous aeration. Use of the EG system under optimized conditions, which included the use of acetone (30% v/v) as a cosolvent in a 3 hrs enzymatic reaction, lead to a 45% conversion of (R)-limonene into carveol and carvone (2:1). In comparison to the results obtained with DA, the use of EG also improved the half-life of the enzyme.info:eu-repo/semantics/openAccessPontificia Universidad Católica de ValparaísoElectronic Journal of Biotechnology v.10 n.4 20072007-10-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400006en10.4067/S0717-34582007000400006
institution Scielo Chile
collection Scielo Chile
language English
topic Armoracia rusticana
bioelectrochemistry
carveol
carvone
horse-radish peroxidase
hydrogen peroxide electrogeneration
(R)-limonene
spellingShingle Armoracia rusticana
bioelectrochemistry
carveol
carvone
horse-radish peroxidase
hydrogen peroxide electrogeneration
(R)-limonene
La Rotta Hernández,Camilo Enrique
Werberich,Diogo Simon
Mattos,Marcio Contrucci Saraiva de
D'Elia,Eliane
Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
description Horse radish peroxidase (HRP) from Armoracia rusticana catalyses the oxidation of (R)-limonene into the oxidized derivatives carveol and carvone. This study compares the direct addition (DA) of hydrogen peroxide with its continuous electrogeneration (EG) during the enzymatic oxidation of (R)-limonene. Reaction mixtures containing HRP, (R)-limonene as substrate, and hydrogen peroxide, added directly or electrogenerated, in 100 mM sodium-potassium phosphate buffer pH 7.0, at 25ºC were studied. Two electrochemical systems for the hydrogen peroxide electrogeneration were evaluated, both containing as auxiliary electrode (AE) a platinum wire and saturated calomel electrode (SCE) as reference. Reticulated vitreous carbon foam (RVCF) and an electrolytic copper web (CW) were evaluated as working electrodes (WE). Results were compared in terms of hydrogen peroxide electrogeneration, (R)-limonene residual concentration or conversion and product selectivity. Best results in terms of maximum H2O2 concentration (1.2 mM) were obtained using the CW electrode at -620 mV SCE, and continuous aeration. Use of the EG system under optimized conditions, which included the use of acetone (30% v/v) as a cosolvent in a 3 hrs enzymatic reaction, lead to a 45% conversion of (R)-limonene into carveol and carvone (2:1). In comparison to the results obtained with DA, the use of EG also improved the half-life of the enzyme.
author La Rotta Hernández,Camilo Enrique
Werberich,Diogo Simon
Mattos,Marcio Contrucci Saraiva de
D'Elia,Eliane
author_facet La Rotta Hernández,Camilo Enrique
Werberich,Diogo Simon
Mattos,Marcio Contrucci Saraiva de
D'Elia,Eliane
author_sort La Rotta Hernández,Camilo Enrique
title Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
title_short Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
title_full Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
title_fullStr Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
title_full_unstemmed Electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (R)-limonene in organic media
title_sort electrogeneration of hydrogen peroxide applied to the peroxide-mediated oxidation of (r)-limonene in organic media
publisher Pontificia Universidad Católica de Valparaíso
publishDate 2007
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400006
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AT werberichdiogosimon electrogenerationofhydrogenperoxideappliedtotheperoxidemediatedoxidationofrlimoneneinorganicmedia
AT mattosmarciocontruccisaraivade electrogenerationofhydrogenperoxideappliedtotheperoxidemediatedoxidationofrlimoneneinorganicmedia
AT deliaeliane electrogenerationofhydrogenperoxideappliedtotheperoxidemediatedoxidationofrlimoneneinorganicmedia
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