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Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst

A nanoporous gold (NPG) electrode prepared through a facile anodization technique was employed in the electrochemical reductive amination of biomass-derivable α-keto acids in the presence of a nitrogen source to produce the corresponding amino acids. NPG showed a clear reductive current in the prese...

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Autores principales: Mie, Yasuhiro, Katagai, Shizuka, Mikami, Chitose
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8431653/
https://www.ncbi.nlm.nih.gov/pubmed/34502351
http://dx.doi.org/10.3390/ijms22179442
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author Mie, Yasuhiro
Katagai, Shizuka
Mikami, Chitose
author_facet Mie, Yasuhiro
Katagai, Shizuka
Mikami, Chitose
author_sort Mie, Yasuhiro
collection PubMed
description A nanoporous gold (NPG) electrode prepared through a facile anodization technique was employed in the electrochemical reductive amination of biomass-derivable α-keto acids in the presence of a nitrogen source to produce the corresponding amino acids. NPG showed a clear reductive current in the presence of α-keto acid and NH(2)OH, and the electrolysis experiments confirmed the production of L-amino acid. A reductive voltammetric signal at the NPG electrode appeared at a more positive potential by 0.18–0.79 V, compared with those at the planar-gold electrode without anodization and other previously reported electrode systems, indicating the high activity of the prepared nanostructure for the electrochemical reaction. Maximum Faradaic efficiencies (FEs) of 74–93% in the reductive molecular conversion to amino acids of Ala, Asp, Glu, Gly, and Leu were obtained under the optimized conditions. The FE values were strongly dependent on the applied potential in the electrolysis, suggesting that the hydrogen evolution reaction at the electrode surface was more significant as the applied potential became more negative. The effect of potential at the NPG was lower than that at the planar-gold electrode. These results indicate that nanostructurization decreases the overpotential for the electrochemical reductive amination, resulting in high FE.
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spelling pubmed-84316532021-09-11 Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst Mie, Yasuhiro Katagai, Shizuka Mikami, Chitose Int J Mol Sci Communication A nanoporous gold (NPG) electrode prepared through a facile anodization technique was employed in the electrochemical reductive amination of biomass-derivable α-keto acids in the presence of a nitrogen source to produce the corresponding amino acids. NPG showed a clear reductive current in the presence of α-keto acid and NH(2)OH, and the electrolysis experiments confirmed the production of L-amino acid. A reductive voltammetric signal at the NPG electrode appeared at a more positive potential by 0.18–0.79 V, compared with those at the planar-gold electrode without anodization and other previously reported electrode systems, indicating the high activity of the prepared nanostructure for the electrochemical reaction. Maximum Faradaic efficiencies (FEs) of 74–93% in the reductive molecular conversion to amino acids of Ala, Asp, Glu, Gly, and Leu were obtained under the optimized conditions. The FE values were strongly dependent on the applied potential in the electrolysis, suggesting that the hydrogen evolution reaction at the electrode surface was more significant as the applied potential became more negative. The effect of potential at the NPG was lower than that at the planar-gold electrode. These results indicate that nanostructurization decreases the overpotential for the electrochemical reductive amination, resulting in high FE. MDPI 2021-08-31 /pmc/articles/PMC8431653/ /pubmed/34502351 http://dx.doi.org/10.3390/ijms22179442 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Mie, Yasuhiro
Katagai, Shizuka
Mikami, Chitose
Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title_full Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title_fullStr Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title_full_unstemmed Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title_short Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
title_sort electrochemical molecular conversion of α-keto acid to amino acid at a low overpotential using a nanoporous gold catalyst
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8431653/
https://www.ncbi.nlm.nih.gov/pubmed/34502351
http://dx.doi.org/10.3390/ijms22179442
work_keys_str_mv AT mieyasuhiro electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst
AT katagaishizuka electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst
AT mikamichitose electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst