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One‐Pot Synthesis of Aromatic Amines from Renewable Feedstocks via Whole‐Cell Biocatalysis
Author(s) -
Zhu Yuling,
Yang Taiwei,
Chen Yueyang,
Fan Cong,
Yuan Jifeng
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003807
Subject(s) - biocatalysis , benzylamine , chemistry , organic chemistry , amine gas treating , phenylalanine , combinatorial chemistry , amino acid , biochemistry , catalysis , reaction mechanism
Green and sustainable synthesis of chemicals using biocatalysis is emerging as an alternative to the traditional chemical methods. Here, we reported the establishment of two artificial enzymatic cascades for the synthesis of benzylamine, 2‐phenylethylamine and their analogues from renewable feedstocks via whole‐cell biocatalysis approach. A five‐step enzymatic cascade containing L‐amino acid deaminase (LAAD), hydroxymandelate synthase (HmaS), ( S )‐mandelate dehydrogenase (SMDH), benzoylformate decarboxylase (BFD) and ω‐transaminase (ω‐TA) was developed to produce benzylamine from L‐phenylalanine. We also obtained p ‐hydroxybenzylamine and m ‐fluorobenzylamine with >98 % conversion from L‐tyrosine and m ‐fluoro‐phenylalanine. In addition, a three‐step enzymatic cascade comprising LAAD, α‐keto acid decarboxylase (KDC) and ω‐TA was designed for the synthesis of 2‐phenylethylamine, tyramine and m ‐fluorophenylethylamine. In summary, we have developed one‐pot whole‐cell biocatalysis system for benzylamine and 2‐phenylethylamine synthesis, which might be amendable for synthesizing other amine compounds in a green and sustainable manner.