Cargando…

Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor

The biocatalytic preparation of trans-hex-2-enal from trans-hex-2-enol using a novel aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. As O(2)-dependent enzyme PeAAOx-dependent reactions are generally plagued by the poor solubility of O(2) in aqueous media and mass transfer limitatio...

Descripción completa

Detalles Bibliográficos
Autores principales: van Schie, Morten M C H, Pedroso de Almeida, Tiago, Laudadio, Gabriele, Tieves, Florian, Fernández-Fueyo, Elena, Noël, Timothy, Arends, Isabel W C E, Hollmann, Frank
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5905246/
https://www.ncbi.nlm.nih.gov/pubmed/29719567
http://dx.doi.org/10.3762/bjoc.14.58
_version_ 1783315232026787840
author van Schie, Morten M C H
Pedroso de Almeida, Tiago
Laudadio, Gabriele
Tieves, Florian
Fernández-Fueyo, Elena
Noël, Timothy
Arends, Isabel W C E
Hollmann, Frank
author_facet van Schie, Morten M C H
Pedroso de Almeida, Tiago
Laudadio, Gabriele
Tieves, Florian
Fernández-Fueyo, Elena
Noël, Timothy
Arends, Isabel W C E
Hollmann, Frank
author_sort van Schie, Morten M C H
collection PubMed
description The biocatalytic preparation of trans-hex-2-enal from trans-hex-2-enol using a novel aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. As O(2)-dependent enzyme PeAAOx-dependent reactions are generally plagued by the poor solubility of O(2) in aqueous media and mass transfer limitations resulting in poor reaction rates. These limitations were efficiently overcome by conducting the reaction in a flow-reactor setup reaching unpreceded catalytic activities for the enzyme in terms of turnover frequency (up to 38 s(−1)) and turnover numbers (more than 300000) pointing towards preparative usefulness of the proposed reaction scheme.
format Online
Article
Text
id pubmed-5905246
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-59052462018-05-01 Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor van Schie, Morten M C H Pedroso de Almeida, Tiago Laudadio, Gabriele Tieves, Florian Fernández-Fueyo, Elena Noël, Timothy Arends, Isabel W C E Hollmann, Frank Beilstein J Org Chem Letter The biocatalytic preparation of trans-hex-2-enal from trans-hex-2-enol using a novel aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. As O(2)-dependent enzyme PeAAOx-dependent reactions are generally plagued by the poor solubility of O(2) in aqueous media and mass transfer limitations resulting in poor reaction rates. These limitations were efficiently overcome by conducting the reaction in a flow-reactor setup reaching unpreceded catalytic activities for the enzyme in terms of turnover frequency (up to 38 s(−1)) and turnover numbers (more than 300000) pointing towards preparative usefulness of the proposed reaction scheme. Beilstein-Institut 2018-03-26 /pmc/articles/PMC5905246/ /pubmed/29719567 http://dx.doi.org/10.3762/bjoc.14.58 Text en Copyright © 2018, van Schie et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
van Schie, Morten M C H
Pedroso de Almeida, Tiago
Laudadio, Gabriele
Tieves, Florian
Fernández-Fueyo, Elena
Noël, Timothy
Arends, Isabel W C E
Hollmann, Frank
Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title_full Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title_fullStr Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title_full_unstemmed Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title_short Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
title_sort biocatalytic synthesis of the green note trans-2-hexenal in a continuous-flow microreactor
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5905246/
https://www.ncbi.nlm.nih.gov/pubmed/29719567
http://dx.doi.org/10.3762/bjoc.14.58
work_keys_str_mv AT vanschiemortenmch biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT pedrosodealmeidatiago biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT laudadiogabriele biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT tievesflorian biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT fernandezfueyoelena biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT noeltimothy biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT arendsisabelwce biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor
AT hollmannfrank biocatalyticsynthesisofthegreennotetrans2hexenalinacontinuousflowmicroreactor