Phase-Separated Structures of Sake Flavors-Containing Cell Model Membranes

Chem Biodivers. 2023 Jan;20(1):e202200750. doi: 10.1002/cbdv.202200750. Epub 2022 Dec 9.

Abstract

Sake (a traditional Japanese alcoholic beverage) contains ethyl caproate (EC), which enhances its economic value. Isovaleraldehyde (IVA) is also a well-known flavoring agent in alcoholic beverages, which some people enjoy. Recently, studies revealed that EC decreased the size of homogenous 1,2-Dioleoyl-sn-glycero-3-phosphocholine (DOPC) liposomes whereas IVA increased their size. Cholesterol (Chol) and ergosterol were previously referred to as animal and fungus sterols. For the first time, this study demonstrated the phase behavior of the membrane in cell-sized liposomes containing EC and IVA. After adding EC, the solid ordered/liquid disordered (Ld) and liquid ordered (Lo)/Ld phase separation in DOPC/dipalmitoyl-sn-glycero-3-phosphocholine/cholesterol or ergosterol ternary membranes decreased, but the Lo/Ld phase separation decreased after adding IVA. Biophysics, physiological, and application aspects of EC and IVA evaluation were discussed. The findings of this study not only enhance our understanding of the function of flavors but also provide rapid and cost effective performance for the measurement.

Keywords: cell-sized liposomes; domain; ergosterol; ethyl caproate; isovaleraldehyde.

MeSH terms

  • Animals
  • Cell Membrane
  • Cholesterol
  • Ergosterol
  • Glycerylphosphorylcholine
  • Lipid Bilayers / chemistry
  • Liposomes*
  • Phosphatidylcholines* / chemistry

Substances

  • Liposomes
  • Phosphatidylcholines
  • Glycerylphosphorylcholine
  • Cholesterol
  • Ergosterol
  • Lipid Bilayers