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One‐Pot Synthesis of Aromatic Amines from Renewable Feedstocks via Whole‐Cell Biocatalysis
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-12-01 , DOI: 10.1002/slct.202003807
Yuling Zhu 1 , Taiwei Yang 1 , Yueyang Chen 1 , Cong Fan 1 , Jifeng Yuan 1
Affiliation  

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.

中文翻译:

通过全细胞生物催化从可再生原料一锅法合成芳香胺

使用生物催化的绿色和可持续的化学合成方法正在替代传统的化学方法。在这里,我们报道了建立两个人工酶级联反应,用于通过全细胞生物催化方法从可再生原料合成苄胺,2-苯乙胺及其类似物。开发了包含L-氨基酸脱氨酶(LAAD),羟基扁桃酸合酶(HmaS),(S)-扁桃酸脱氢酶(SMDH),苯甲酰甲酸酯脱羧酶(BFD)和ω-转氨酶(ω-TA)的五步酶联反应L-苯丙氨酸中的苄胺。我们还获得p -hydroxybenzylamine和-fluorobenzylamine具有>从L-酪氨酸和98%的转化率氟苯丙氨酸 此外,还设计了由LAAD,α-酮酸脱羧酶(KDC)和ω-TA组成的三步酶促级联反应,用于合成2-苯基乙胺,酪胺和m-氟苯基乙胺。总而言之,我们已经开发出用于苄胺和2-苯基乙胺合成的一锅全细胞生物催化系统,该系统可能会进行修订,以绿色和可持续的方式合成其他胺化合物。
更新日期:2020-12-01
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