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Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones
Glucosyltransferases are versatile biocatalysts to chemically modify small molecules and thus enhance their water solubility and structural stability. Although the genomes of all organisms harbor a multitude of glucosyltransferase genes, their functional characterization is hampered by the lack of h...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6662797/ https://www.ncbi.nlm.nih.gov/pubmed/31358872 http://dx.doi.org/10.1038/s41598-019-47514-9 |
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author | Effenberger, Isabelle Hoffmann, Thomas Jonczyk, Rafal Schwab, Wilfried |
author_facet | Effenberger, Isabelle Hoffmann, Thomas Jonczyk, Rafal Schwab, Wilfried |
author_sort | Effenberger, Isabelle |
collection | PubMed |
description | Glucosyltransferases are versatile biocatalysts to chemically modify small molecules and thus enhance their water solubility and structural stability. Although the genomes of all organisms harbor a multitude of glucosyltransferase genes, their functional characterization is hampered by the lack of high-throughput in-vivo systems to rapidly test the versatility of the encoded proteins. We have developed and applied a high-throughput whole cell biotransformation system to screen a plant glucosyltransferase library. As proof of principle, we identified 25, 24, 15, and 18 biocatalysts transferring D-glucose to sotolone, maple furanone, furaneol and homofuraneol, four highly appreciated flavor compounds, respectively. Although these 3(2H)- and 2(5H)-furanones have extremely low odor thresholds their glucosides were odorless. Upscaling of the biotechnological process yielded titers of 5.3 and 7.2 g/L for the new to nature β-D-glucopyranosides of sotolone and maple furanone, respectively. Consequently, plant glucosyltransferase show stunning catalytic activities, which enable the economical production of novel and unexplored chemicals with exciting new functionalities by whole-cell biotransformation. |
format | Online Article Text |
id | pubmed-6662797 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-66627972019-08-02 Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones Effenberger, Isabelle Hoffmann, Thomas Jonczyk, Rafal Schwab, Wilfried Sci Rep Article Glucosyltransferases are versatile biocatalysts to chemically modify small molecules and thus enhance their water solubility and structural stability. Although the genomes of all organisms harbor a multitude of glucosyltransferase genes, their functional characterization is hampered by the lack of high-throughput in-vivo systems to rapidly test the versatility of the encoded proteins. We have developed and applied a high-throughput whole cell biotransformation system to screen a plant glucosyltransferase library. As proof of principle, we identified 25, 24, 15, and 18 biocatalysts transferring D-glucose to sotolone, maple furanone, furaneol and homofuraneol, four highly appreciated flavor compounds, respectively. Although these 3(2H)- and 2(5H)-furanones have extremely low odor thresholds their glucosides were odorless. Upscaling of the biotechnological process yielded titers of 5.3 and 7.2 g/L for the new to nature β-D-glucopyranosides of sotolone and maple furanone, respectively. Consequently, plant glucosyltransferase show stunning catalytic activities, which enable the economical production of novel and unexplored chemicals with exciting new functionalities by whole-cell biotransformation. Nature Publishing Group UK 2019-07-29 /pmc/articles/PMC6662797/ /pubmed/31358872 http://dx.doi.org/10.1038/s41598-019-47514-9 Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Effenberger, Isabelle Hoffmann, Thomas Jonczyk, Rafal Schwab, Wilfried Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title | Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title_full | Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title_fullStr | Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title_full_unstemmed | Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title_short | Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones |
title_sort | novel biotechnological glucosylation of high-impact aroma chemicals, 3(2h)- and 2(5h)-furanones |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6662797/ https://www.ncbi.nlm.nih.gov/pubmed/31358872 http://dx.doi.org/10.1038/s41598-019-47514-9 |
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