Biocatalytic Decarboxylation of Aromatic l-Amino Acids with In Situ Removal of Both Products for Enhanced Production of Biogenic Amines

Sang Woo Han, Ye Ri Choi, Jong Shik Shin

Research output: Contribution to journalArticlepeer-review

Abstract

Abstract: Biogenic amines are important messengers in neurotransmission, drawing attention to pharmaceutical applications. Here, we developed a novel biocatalytic process for the preparation of biogenic amines using aromatic l-amino acid decarboxylase (AADC) under an in situ product removal (ISPR) condition. The AADC from Bacillus atrophaeus (AADC-BA) showed broad substrate specificity for aromatic amino acids, affording > 90% conversions of 10 mM substrates to corresponding products: 2-phenylethylamine (2-PEA), tryptamine, serotonin, and dopamine. Owing to enzyme inhibitions by the reaction products, we implemented an ISPR strategy using a cation exchange resin and an open reactor system for removal of amine and CO2, respectively. Under the open-air conditions, the addition of Dowex 50WX8 afforded 81% conversion of 100 mM l-phenylalanine to 2-PEA within 1 h, whereas 56% conversion was obtained without the resin. The ISPR strategy enabled the preparative-scale production of serotonin from 5-hydroxy-l-tryptophan (405 mg), yielding > 99% conversion within 40 min. Graphic Abstract: [Figure not available: see fulltext.].

Original languageEnglish
JournalCatalysis Letters
DOIs
Publication statusAccepted/In press - 2021

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIT) (No. 2019R1F1A1062845). S.-W. Han was financially supported by Initiative for Biological Function & Systems under the BK21 PLUS Program of Korean Ministry of Education.

Publisher Copyright:
© 2021, The Author(s), under exclusive licence to Springer Science+Business Media, LLC part of Springer Nature.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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