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Title: Catalytic amino acid production from biomass-derived intermediates

Abstract

Amino acids are the building blocks for protein biosynthesis and find use in myriad industrial applications including in food for humans, in animal feed, and as precursors for bio-based plastics, among others. However, the development of efficient chemical methods to convert abundant and renewable feedstocks into amino acids has been largely unsuccessful to date. To that end, here we report a heterogeneous catalyst that directly transforms lignocellulosic biomass-derived a-hydroxyl acids into a-amino acids, including alanine, leucine, valine, aspartic acid, and phenylalanine in high yields. The reaction follows a dehydrogenation-reductive amination pathway, with dehydrogenation as the rate-determining step. Ruthenium nanoparticles supported on carbon nanotubes (Ru/CNT) exhibit exceptional efficiency compared with catalysts based on other metals, due to the unique, reversible enhancement effect of NH 3 on Ru in dehydrogenation. Based on the catalytic system, a two-step chemical process was designed to convert glucose into alanine in 43% yield, comparable with the well-established microbial cultivation process, and therefore, the present strategy enables a route for the production of amino acids from renewable feedstocks. Moreover, a conceptual process design employing membrane distillation to facilitate product purification is proposed and validated. Overall, this study offers a rapid and potentially more efficient chemical method tomore » produce amino acids from woody biomass components.« less

Authors:
 [1]; ORCiD logo [2];  [2];  [2];  [2];  [3];  [4];  [4];  [5]; ORCiD logo [5]; ORCiD logo [6];  [2];  [3];  [7]; ORCiD logo [2]
  1. National Univ. of Singapore (Singapore). Dept. of Chemical and Biomolecular Engineering; Xiamen Univ., Xiamen (China). State Key Lab. for Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering
  2. National Univ. of Singapore (Singapore). Dept. of Chemical and Biomolecular Engineering
  3. Kyoto Univ. (Japan). Graduate School of Engineering, Dept. of Molecular Engineering; Kyoto Univ. (Japan). Elements Strategy Initiative for Catalysts & Batteries
  4. King Abdullah Univ. of Science Technology, Thuwal (Saudi Arabia). Advanced Membranes and Porous Materials Center, Physical Sciences and Engineering Division
  5. National Renewable Energy Lab. (NREL), Golden, CO (United States). National Bioenergy Center
  6. Ecole Polytechnique Federale Lausanne (Switzlerland). Inst. des Sciences et Ingenierie Chimiques
  7. Xiamen Univ., Xiamen (China). State Key Lab. for Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering
Publication Date:
Research Org.:
National Renewable Energy Lab. (NREL), Golden, CO (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE), Bioenergy Technologies Office (EE-3B)
OSTI Identifier:
1437219
Report Number(s):
NREL/JA-5100-71523
Journal ID: ISSN 0027-8424
Grant/Contract Number:
AC36-08GO28308
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Proceedings of the National Academy of Sciences of the United States of America
Additional Journal Information:
Journal Volume: 115; Journal Issue: 20; Journal ID: ISSN 0027-8424
Publisher:
National Academy of Sciences, Washington, DC (United States)
Country of Publication:
United States
Language:
English
Subject:
09 BIOMASS FUELS; amino acids; a-hydroxyl acids; amination; catalysis; ruthenium

Citation Formats

Deng, Weiping, Wang, Yunzhu, Zhang, Sui, Gupta, Krishna M., Hulsey, Max J., Asakura, Hiroyuki, Liu, Lingmei, Han, Yu, Karp, Eric M., Beckham, Gregg T., Dyson, Paul J., Jiang, Jianwen, Tanaka, Tsunehiro, Wang, Ye, and Yan, Ning. Catalytic amino acid production from biomass-derived intermediates. United States: N. p., 2018. Web. doi:10.1073/pnas.1800272115.
Deng, Weiping, Wang, Yunzhu, Zhang, Sui, Gupta, Krishna M., Hulsey, Max J., Asakura, Hiroyuki, Liu, Lingmei, Han, Yu, Karp, Eric M., Beckham, Gregg T., Dyson, Paul J., Jiang, Jianwen, Tanaka, Tsunehiro, Wang, Ye, & Yan, Ning. Catalytic amino acid production from biomass-derived intermediates. United States. doi:10.1073/pnas.1800272115.
Deng, Weiping, Wang, Yunzhu, Zhang, Sui, Gupta, Krishna M., Hulsey, Max J., Asakura, Hiroyuki, Liu, Lingmei, Han, Yu, Karp, Eric M., Beckham, Gregg T., Dyson, Paul J., Jiang, Jianwen, Tanaka, Tsunehiro, Wang, Ye, and Yan, Ning. Mon . "Catalytic amino acid production from biomass-derived intermediates". United States. doi:10.1073/pnas.1800272115. https://www.osti.gov/servlets/purl/1437219.
@article{osti_1437219,
title = {Catalytic amino acid production from biomass-derived intermediates},
author = {Deng, Weiping and Wang, Yunzhu and Zhang, Sui and Gupta, Krishna M. and Hulsey, Max J. and Asakura, Hiroyuki and Liu, Lingmei and Han, Yu and Karp, Eric M. and Beckham, Gregg T. and Dyson, Paul J. and Jiang, Jianwen and Tanaka, Tsunehiro and Wang, Ye and Yan, Ning},
abstractNote = {Amino acids are the building blocks for protein biosynthesis and find use in myriad industrial applications including in food for humans, in animal feed, and as precursors for bio-based plastics, among others. However, the development of efficient chemical methods to convert abundant and renewable feedstocks into amino acids has been largely unsuccessful to date. To that end, here we report a heterogeneous catalyst that directly transforms lignocellulosic biomass-derived a-hydroxyl acids into a-amino acids, including alanine, leucine, valine, aspartic acid, and phenylalanine in high yields. The reaction follows a dehydrogenation-reductive amination pathway, with dehydrogenation as the rate-determining step. Ruthenium nanoparticles supported on carbon nanotubes (Ru/CNT) exhibit exceptional efficiency compared with catalysts based on other metals, due to the unique, reversible enhancement effect of NH3 on Ru in dehydrogenation. Based on the catalytic system, a two-step chemical process was designed to convert glucose into alanine in 43% yield, comparable with the well-established microbial cultivation process, and therefore, the present strategy enables a route for the production of amino acids from renewable feedstocks. Moreover, a conceptual process design employing membrane distillation to facilitate product purification is proposed and validated. Overall, this study offers a rapid and potentially more efficient chemical method to produce amino acids from woody biomass components.},
doi = {10.1073/pnas.1800272115},
journal = {Proceedings of the National Academy of Sciences of the United States of America},
number = 20,
volume = 115,
place = {United States},
year = {Mon Apr 30 00:00:00 EDT 2018},
month = {Mon Apr 30 00:00:00 EDT 2018}
}

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