Pseudomonas sp. Strain 273 Incorporates Organofluorine into the Lipid Bilayer during Growth with Fluorinated Alkanes

Environ Sci Technol. 2022 Jun 21;56(12):8155-8166. doi: 10.1021/acs.est.2c01454. Epub 2022 Jun 1.

Abstract

Anthropogenic organofluorine compounds are recalcitrant, globally distributed, and a human health concern. Although rare, natural processes synthesize fluorinated compounds, and some bacteria have evolved mechanisms to metabolize organofluorine compounds. Pseudomonas sp. strain 273 grows with 1-fluorodecane (FD) and 1,10-difluorodecane (DFD) as carbon sources, but inorganic fluoride release was not stoichiometric. Metabolome studies revealed that this bacterium produces fluorinated anabolites and phospholipids. Mass spectrometric fatty acid profiling detected fluorinated long-chain (i.e., C12-C19) fatty acids in strain 273 cells grown with FD or DFD, and lipidomic profiling determined that 7.5 ± 0.2 and 82.0 ± 1.0% of the total phospholipids in strain 273 grown with FD or DFD, respectively, were fluorinated. The detection of the fluorinated metabolites and macromolecules represents a heretofore unrecognized sink for organofluorine, an observation with consequences for the environmental fate and transport of fluorinated aliphatic compounds.

Keywords: environmental fate; fluorinated alkanes; fluorinated lipids; lipid metabolism; lipidomics.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkanes* / chemistry
  • Alkanes* / metabolism
  • Bacteria / metabolism
  • Fatty Acids / metabolism
  • Humans
  • Lipid Bilayers* / metabolism
  • Phospholipids / metabolism
  • Pseudomonas / metabolism

Substances

  • Alkanes
  • Fatty Acids
  • Lipid Bilayers
  • Phospholipids