Productive Amyrin Synthases for Efficient α-Amyrin Synthesis in Engineered Saccharomyces cerevisiae

ACS Synth Biol. 2018 Oct 19;7(10):2391-2402. doi: 10.1021/acssynbio.8b00176. Epub 2018 Oct 4.

Abstract

α-Amyrin is a plant-derived pentacyclic triterpenoid, with a lot of important physiological and pharmacological activities. The formation of α-amyrin from (3 S)-2,3-oxidosqualene is catalyzed by α-amyrin synthase (α-AS), a member of the oxidosqualene cyclase (OSC) protein family. However, α-amyrin is not yet commercially developed due to its extremely low productivity in plants. The engineered Saccharomyces cerevisiae with efficient α-amyrin production pathway could be used as an alternative and sustainable solution to produce α-amyrin from renewable raw materials. To efficiently improve α-amyrin production in S. cerevisiae, we identified two α-ASs, EjAS and MdOSC1 from Eriobotrya japonica and Malus × domestica, respectively, through strict bioinformatics screening criteria and phylogenetic analysis. The specific activities of purified EjAS and MdOSC1 were 0.0032 and 0.0293 μmol/min/mg, respectively. EjAS produced α-amyrin and β-amyrin at a ratio of 17:3, MdOSC1 produced α-amyrin, β-amyrin and lupeol at a ratio of 86:13:1, indicating MdOSC1 had significantly higher specific activity and higher ratio of α-amyrin than EjAS. Furthermore, MdOSC1 was introduced into S. cerevisiae combining with the increased supply of (3 S)-2,3-oxidosqualene to achieve the encouraging α-amyrin production, and the titer of α-amyrin achieved 11.97 ± 0.61 mg/L, 5.8 folds of the maximum production reported.

Keywords: metabolic engineering; oxidosqualene cyclase; synthetic biology; α-amyrin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Eriobotrya / enzymology
  • Gas Chromatography-Mass Spectrometry
  • Intramolecular Transferases / classification
  • Intramolecular Transferases / genetics*
  • Intramolecular Transferases / metabolism
  • Malus / enzymology
  • Metabolic Engineering / methods
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / analysis
  • Oleanolic Acid / biosynthesis
  • Phylogeny
  • Plant Proteins / classification
  • Plant Proteins / genetics*
  • Plant Proteins / metabolism
  • Recombinant Proteins / biosynthesis
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / isolation & purification
  • Saccharomyces cerevisiae / metabolism*
  • Sequence Alignment
  • Squalene / analogs & derivatives
  • Squalene / metabolism

Substances

  • 2,3-oxidosqualene
  • Plant Proteins
  • Recombinant Proteins
  • Oleanolic Acid
  • Squalene
  • Intramolecular Transferases
  • lanosterol synthase
  • beta-amyrin