Continuous Flow Synthesis of Chiral Amines in Organic Solvents: Immobilization of E. coli Cells Containing Both ω‑Transaminase and PLP

E. coli cells containing overexpressed (R)-selective ω-transaminase and the cofactor PLP were immobilized on methacrylate beads suitable for continuous flow applications. The use of an organic solvent suppresses leaching of PLP from the cells; no additional cofactor was required after setting up the...

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Veröffentlicht in:	Organic letters 2014-12, Vol.16 (23), p.6092-6095
Hauptverfasser:	Andrade, Leandro H, Kroutil, Wolfgang, Jamison, Timothy F
Format:	Artikel
Sprache:	eng
Schlagworte:	Amines - chemical synthesis Amines - chemistry Escherichia coli - metabolism Ketones Kinetics Molecular Structure Pyridoxal Phosphate - metabolism Solvents Transaminases - metabolism
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container_title	Organic letters
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creator	Andrade, Leandro H Kroutil, Wolfgang Jamison, Timothy F
description	E. coli cells containing overexpressed (R)-selective ω-transaminase and the cofactor PLP were immobilized on methacrylate beads suitable for continuous flow applications. The use of an organic solvent suppresses leaching of PLP from the cells; no additional cofactor was required after setting up the packed-bed reactor containing the biocatalyst (ω-TA-PLP). Non-natural ketone substrates were transformed in flow with excellent enantioselectivity (>99% ee). Features of this novel system include high-throughput (30–60 min residence time), clean production (no quench, workup, or purification required), high enzyme stability (the packed-bed reactor can be continuously operated for 1–10 days), and excellent mass recovery.
doi_str_mv	10.1021/ol502712v
format	Article
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subjects	Amines - chemical synthesis Amines - chemistry Escherichia coli - metabolism Ketones Kinetics Molecular Structure Pyridoxal Phosphate - metabolism Solvents Transaminases - metabolism
title	Continuous Flow Synthesis of Chiral Amines in Organic Solvents: Immobilization of E. coli Cells Containing Both ω‑Transaminase and PLP
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