Building carbon-carbon bonds using a biocatalytic methanol condensation cycle

Proc Natl Acad Sci U S A. 2014 Nov 11;111(45):15928-33. doi: 10.1073/pnas.1413470111. Epub 2014 Oct 29.

Abstract

Methanol is an important intermediate in the utilization of natural gas for synthesizing other feedstock chemicals. Typically, chemical approaches for building C-C bonds from methanol require high temperature and pressure. Biological conversion of methanol to longer carbon chain compounds is feasible; however, the natural biological pathways for methanol utilization involve carbon dioxide loss or ATP expenditure. Here we demonstrated a biocatalytic pathway, termed the methanol condensation cycle (MCC), by combining the nonoxidative glycolysis with the ribulose monophosphate pathway to convert methanol to higher-chain alcohols or other acetyl-CoA derivatives using enzymatic reactions in a carbon-conserved and ATP-independent system. We investigated the robustness of MCC and identified operational regions. We confirmed that the pathway forms a catalytic cycle through (13)C-carbon labeling. With a cell-free system, we demonstrated the conversion of methanol to ethanol or n-butanol. The high carbon efficiency and low operating temperature are attractive for transforming natural gas-derived methanol to longer-chain liquid fuels and other chemical derivatives.

Keywords: bio-butanol; bio-ethanol; cell-free synthesis; metabolic engineering; methanol metabolism.

Publication types

  • Research Support, American Recovery and Reinvestment Act
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine Triphosphate / chemistry*
  • Adenosine Triphosphate / metabolism
  • Butanols / chemistry
  • Candida / enzymology
  • Carbon Dioxide / chemistry*
  • Carbon Dioxide / metabolism
  • Glycolysis / physiology
  • Methanol / chemical synthesis*
  • Methanol / chemistry
  • Methanol / metabolism
  • Models, Chemical*
  • Pichia / enzymology
  • Saccharomyces cerevisiae / enzymology
  • Saccharomyces cerevisiae Proteins / chemistry
  • Saccharomyces cerevisiae Proteins / metabolism

Substances

  • Butanols
  • Saccharomyces cerevisiae Proteins
  • Carbon Dioxide
  • Adenosine Triphosphate
  • Methanol