Directed Metabolic Pathway Evolution Enables Functional Pterin-Dependent Aromatic-Amino-Acid Hydroxylation in Escherichia coli

ACS Synth Biol. 2020 Mar 20;9(3):494-499. doi: 10.1021/acssynbio.9b00488. Epub 2020 Mar 9.

Abstract

Tetrahydrobiopterin-dependent hydroxylation of aromatic amino acids is the first step in the biosynthesis of many neuroactive compounds in humans. A fundamental challenge in building these pathways in Escherichia coli is the provision of the non-native hydroxylase cofactor, tetrahydrobiopterin. To solve this, we designed a genetic selection that relies on the tyrosine synthesis activity of phenylalanine hydroxylase. Using adaptive laboratory evolution, we demonstrate the use of this selection to discover: (1) a minimum set of heterologous enzymes and a host folE (T198I) mutation for achieving this type of hydroxylation chemistry in whole cells, (2) functional complementation of tetrahydrobiopterin by indigenous cofactors, and (3) a tryptophan hydroxylase mutation for improving protein abundance. Thus, the goal of having functional aromatic-amino-acid hydroxylation in E. coli was achieved through directed metabolic pathway evolution.

Keywords: ALE; GTP cyclohydrolase; phenylalanine hydroxylase; tryptophan hydroxylase; tyrosine hydroxylase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 5-Hydroxytryptophan / metabolism
  • Amino Acids, Aromatic / metabolism*
  • Biopterins / analogs & derivatives
  • Biopterins / genetics
  • Biopterins / metabolism
  • Dihydroxyphenylalanine / metabolism
  • Directed Molecular Evolution / methods*
  • Escherichia coli / metabolism*
  • GTP Cyclohydrolase / genetics
  • GTP Cyclohydrolase / metabolism
  • Hydroxylation
  • Metabolic Networks and Pathways
  • Mutation
  • Phenylalanine Hydroxylase / genetics
  • Phenylalanine Hydroxylase / metabolism
  • Pterins / metabolism*
  • Tryptophan / metabolism

Substances

  • Amino Acids, Aromatic
  • Pterins
  • Biopterins
  • Dihydroxyphenylalanine
  • Tryptophan
  • 5-Hydroxytryptophan
  • Phenylalanine Hydroxylase
  • GTP Cyclohydrolase
  • sapropterin