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...

Full description

Bibliographic Details
Main Authors: Yasuhiro Mie, Shizuka Katagai, Chitose Mikami
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/22/17/9442
id doaj-8d7490cd4d2542758e84300c7722b9b1
record_format Article
spelling doaj-8d7490cd4d2542758e84300c7722b9b12021-09-09T13:48:05ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-08-01229442944210.3390/ijms22179442Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold CatalystYasuhiro Mie0Shizuka Katagai1Chitose Mikami2Bioproduction Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 2-17-2-1, Tsukisamu-higashi, Toyohira, Sapporo 062-8517, JapanBioproduction Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 2-17-2-1, Tsukisamu-higashi, Toyohira, Sapporo 062-8517, JapanBioproduction Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 2-17-2-1, Tsukisamu-higashi, Toyohira, Sapporo 062-8517, JapanA 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<sub>2</sub>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.https://www.mdpi.com/1422-0067/22/17/9442biomass-derivableamino acidelectrosynthesisnanoporous goldanodization
collection DOAJ
language English
format Article
sources DOAJ
author Yasuhiro Mie
Shizuka Katagai
Chitose Mikami
spellingShingle Yasuhiro Mie
Shizuka Katagai
Chitose Mikami
Electrochemical Molecular Conversion of α-Keto Acid to Amino Acid at a Low Overpotential Using a Nanoporous Gold Catalyst
International Journal of Molecular Sciences
biomass-derivable
amino acid
electrosynthesis
nanoporous gold
anodization
author_facet Yasuhiro Mie
Shizuka Katagai
Chitose Mikami
author_sort Yasuhiro Mie
title 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_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_sort electrochemical molecular conversion of α-keto acid to amino acid at a low overpotential using a nanoporous gold catalyst
publisher MDPI AG
series International Journal of Molecular Sciences
issn 1661-6596
1422-0067
publishDate 2021-08-01
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<sub>2</sub>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.
topic biomass-derivable
amino acid
electrosynthesis
nanoporous gold
anodization
url https://www.mdpi.com/1422-0067/22/17/9442
work_keys_str_mv AT yasuhiromie electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst
AT shizukakatagai electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst
AT chitosemikami electrochemicalmolecularconversionofaketoacidtoaminoacidatalowoverpotentialusingananoporousgoldcatalyst
_version_ 1717760090592772096