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Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli

Background: l-Phenyllactic acid (l-PLA)—a valuable building block in the pharmaceutical and chemical industry—has recently emerged as an important monomer in the composition of the novel degradable biocompatible material of polyphenyllactic acid. However, both normally chemically synthesized and nat...

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Autores principales: Zhu, Yibo, Wang, Ying, Xu, Jiayuzi, Chen, Jiahao, Wang, Limei, Qi, Bin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6150373/
https://www.ncbi.nlm.nih.gov/pubmed/29140277
http://dx.doi.org/10.3390/molecules22111966
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author Zhu, Yibo
Wang, Ying
Xu, Jiayuzi
Chen, Jiahao
Wang, Limei
Qi, Bin
author_facet Zhu, Yibo
Wang, Ying
Xu, Jiayuzi
Chen, Jiahao
Wang, Limei
Qi, Bin
author_sort Zhu, Yibo
collection PubMed
description Background: l-Phenyllactic acid (l-PLA)—a valuable building block in the pharmaceutical and chemical industry—has recently emerged as an important monomer in the composition of the novel degradable biocompatible material of polyphenyllactic acid. However, both normally chemically synthesized and naturally occurring phenyllactic acid are racemic, and the product yields of reported l-PLA synthesis processes remain unsatisfactory. Methods: We developed a novel recombinant Escherichia coli strain, co-expressing l-lactate dehydrogenase (l-LDH) from Lactobacillus plantarum subsp. plantarum and glucose dehydrogenase (GDH) from Bacillus megaterium, to construct a recombinant oxidation/reduction cycle for whole-cell biotransformation of phenylpyruvic acid (PPA) into chiral l-PLA in an enantioselective and continuous manner. Results: During fed-batch bioconversion with intermittent PPA feeding, l-PLA yield reached 103.8 mM, with an excellent enantiomeric excess of 99.7%. The productivity of l-PLA was as high as 5.2 mM·h(−1) per OD(600) (optical density at 600 nm) of whole cells. These results demonstrate the efficient production of l-PLA by the one-pot biotransformation system. Therefore, this stereoselective biocatalytic process might be a promising alternative for l-PLA production.
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spelling pubmed-61503732018-11-13 Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli Zhu, Yibo Wang, Ying Xu, Jiayuzi Chen, Jiahao Wang, Limei Qi, Bin Molecules Article Background: l-Phenyllactic acid (l-PLA)—a valuable building block in the pharmaceutical and chemical industry—has recently emerged as an important monomer in the composition of the novel degradable biocompatible material of polyphenyllactic acid. However, both normally chemically synthesized and naturally occurring phenyllactic acid are racemic, and the product yields of reported l-PLA synthesis processes remain unsatisfactory. Methods: We developed a novel recombinant Escherichia coli strain, co-expressing l-lactate dehydrogenase (l-LDH) from Lactobacillus plantarum subsp. plantarum and glucose dehydrogenase (GDH) from Bacillus megaterium, to construct a recombinant oxidation/reduction cycle for whole-cell biotransformation of phenylpyruvic acid (PPA) into chiral l-PLA in an enantioselective and continuous manner. Results: During fed-batch bioconversion with intermittent PPA feeding, l-PLA yield reached 103.8 mM, with an excellent enantiomeric excess of 99.7%. The productivity of l-PLA was as high as 5.2 mM·h(−1) per OD(600) (optical density at 600 nm) of whole cells. These results demonstrate the efficient production of l-PLA by the one-pot biotransformation system. Therefore, this stereoselective biocatalytic process might be a promising alternative for l-PLA production. MDPI 2017-11-15 /pmc/articles/PMC6150373/ /pubmed/29140277 http://dx.doi.org/10.3390/molecules22111966 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhu, Yibo
Wang, Ying
Xu, Jiayuzi
Chen, Jiahao
Wang, Limei
Qi, Bin
Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title_full Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title_fullStr Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title_full_unstemmed Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title_short Enantioselective Biosynthesis of l-Phenyllactic Acid by Whole Cells of Recombinant Escherichia coli
title_sort enantioselective biosynthesis of l-phenyllactic acid by whole cells of recombinant escherichia coli
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6150373/
https://www.ncbi.nlm.nih.gov/pubmed/29140277
http://dx.doi.org/10.3390/molecules22111966
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