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Bacterial fermentation platform for producing artificial aromatic amines

Aromatic amines containing an aminobenzene or an aniline moiety comprise versatile natural and artificial compounds including bioactive molecules and resources for advanced materials. However, a bio-production platform has not been implemented. Here we constructed a bacterial platform for para-subst...

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Autores principales: Masuo, Shunsuke, Zhou, Shengmin, Kaneko, Tatsuo, Takaya, Naoki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4863162/
https://www.ncbi.nlm.nih.gov/pubmed/27167511
http://dx.doi.org/10.1038/srep25764
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author Masuo, Shunsuke
Zhou, Shengmin
Kaneko, Tatsuo
Takaya, Naoki
author_facet Masuo, Shunsuke
Zhou, Shengmin
Kaneko, Tatsuo
Takaya, Naoki
author_sort Masuo, Shunsuke
collection PubMed
description Aromatic amines containing an aminobenzene or an aniline moiety comprise versatile natural and artificial compounds including bioactive molecules and resources for advanced materials. However, a bio-production platform has not been implemented. Here we constructed a bacterial platform for para-substituted aminobenzene relatives of aromatic amines via enzymes in an alternate shikimate pathway predicted in a Pseudomonad bacterium. Optimization of the metabolic pathway in Escherichia coli cells converted biomass glucose to 4-aminophenylalanine with high efficiency (4.4 g L(−1) in fed-batch cultivation). We designed and produced artificial pathways that mimicked the fungal Ehrlich pathway in E. coli and converted 4-aminophenylalanine into 4-aminophenylethanol and 4-aminophenylacetate at 90% molar yields. Combining these conversion systems or fungal phenylalanine decarboxylases, the 4-aminophenylalanine-producing platform fermented glucose to 4-aminophenylethanol, 4-aminophenylacetate, and 4-phenylethylamine. This original bacterial platform for producing artificial aromatic amines highlights their potential as heteroatoms containing bio-based materials that can replace those derived from petroleum.
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spelling pubmed-48631622016-05-23 Bacterial fermentation platform for producing artificial aromatic amines Masuo, Shunsuke Zhou, Shengmin Kaneko, Tatsuo Takaya, Naoki Sci Rep Article Aromatic amines containing an aminobenzene or an aniline moiety comprise versatile natural and artificial compounds including bioactive molecules and resources for advanced materials. However, a bio-production platform has not been implemented. Here we constructed a bacterial platform for para-substituted aminobenzene relatives of aromatic amines via enzymes in an alternate shikimate pathway predicted in a Pseudomonad bacterium. Optimization of the metabolic pathway in Escherichia coli cells converted biomass glucose to 4-aminophenylalanine with high efficiency (4.4 g L(−1) in fed-batch cultivation). We designed and produced artificial pathways that mimicked the fungal Ehrlich pathway in E. coli and converted 4-aminophenylalanine into 4-aminophenylethanol and 4-aminophenylacetate at 90% molar yields. Combining these conversion systems or fungal phenylalanine decarboxylases, the 4-aminophenylalanine-producing platform fermented glucose to 4-aminophenylethanol, 4-aminophenylacetate, and 4-phenylethylamine. This original bacterial platform for producing artificial aromatic amines highlights their potential as heteroatoms containing bio-based materials that can replace those derived from petroleum. Nature Publishing Group 2016-05-11 /pmc/articles/PMC4863162/ /pubmed/27167511 http://dx.doi.org/10.1038/srep25764 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Masuo, Shunsuke
Zhou, Shengmin
Kaneko, Tatsuo
Takaya, Naoki
Bacterial fermentation platform for producing artificial aromatic amines
title Bacterial fermentation platform for producing artificial aromatic amines
title_full Bacterial fermentation platform for producing artificial aromatic amines
title_fullStr Bacterial fermentation platform for producing artificial aromatic amines
title_full_unstemmed Bacterial fermentation platform for producing artificial aromatic amines
title_short Bacterial fermentation platform for producing artificial aromatic amines
title_sort bacterial fermentation platform for producing artificial aromatic amines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4863162/
https://www.ncbi.nlm.nih.gov/pubmed/27167511
http://dx.doi.org/10.1038/srep25764
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