Detection and Structural Characterization of SFAHFA Homologous Series in Mouse Colon Contents by LTQ-Orbitrap-MS and Their Implication in Influenza Virus Infection

J Am Soc Mass Spectrom. 2021 Aug 4;32(8):2196-2205. doi: 10.1021/jasms.1c00138. Epub 2021 Jun 25.

Abstract

Fatty acid esters of hydroxy fatty acids (FAHFAs) are a new class of endogenous lipids with promising physiological functions in mammals. We previously introduced a new type of lipids to this family called short-chain fatty acid esters of hydroxy fatty acids (SFAHFAs), branching specific to the C2 carbon of a long-chain fatty acid (≥C20). In this study, we discovered a homologous series of SFAHFAs comprising C16-C26 hydroxy fatty acids esterified with short-chain fatty acids (C2-C5) in mouse colon contents. The detected SFAHFAs were characterized by high-resolution mass spectrometry with MSn analysis. The double-bond position of monounsaturated SFAHFAs was determined by the epoxidation reaction of samples with m-chloroperoxybenzoic acid and their MSn analysis. Further, the measurement of SFAHFA concentration in the colon contents of mice infected with influenza A/Puerto Rico/8/34 (H1N1; PR8) virus revealed a significant increase in their levels compared to native control. A strong correlation was observed between hydroxy fatty acid and SFAHFAs. Detection, characterization, and profiling of these new SFAHFA levels in relation with pandemic H1N1; PR8 influenza virus will contribute to the in-depth study of their function and metabolism.

Keywords: MSn analysis; SFAHFA; epoxidation; influenza; mice colon; multivariate analysis.

MeSH terms

  • Animals
  • Chlorobenzoates / chemistry
  • Colon / chemistry*
  • Colon / metabolism
  • Colon / virology
  • Epoxy Compounds / chemistry
  • Esters / analysis
  • Esters / chemistry
  • Fatty Acids, Volatile / analysis*
  • Fatty Acids, Volatile / chemistry*
  • Fatty Acids, Volatile / metabolism
  • Influenza A Virus, H1N1 Subtype / pathogenicity
  • Male
  • Mass Spectrometry / methods*
  • Mice
  • Mice, Inbred C57BL
  • Multivariate Analysis
  • Orthomyxoviridae Infections / metabolism*

Substances

  • Chlorobenzoates
  • Epoxy Compounds
  • Esters
  • Fatty Acids, Volatile
  • 3-chloroperbenzoic acid