l-Lysine-Based Gelators for the Formation of Oleogels in Four Vegetable Oils

Molecules. 2022 Feb 17;27(4):1369. doi: 10.3390/molecules27041369.

Abstract

Supramolecular oleogel is a soft material with a three-dimensional structure, formed by the self-assembly of low-molecular-weight gelators in oils; it shows broad application prospects in the food industry, environmental protection, medicine, and other fields. Among all the gelators reported, amino-acid-based compounds have been widely used to form organogels and hydrogels because of their biocompatibility, biodegradation, and non-toxicity. In this study, four Nα, Nε-diacyl-l-lysine gelators (i.e., Nα, Nε-dioctanoyl-l-lysine; Nα, Nε-didecanoyl-l-lysine; Nα, Nε-dilauroyl-l-lysine; and Nα, Nε-dimyristoyl-l-lysine) were synthesized and applied to prepare oleogels in four kinds of vegetable oils. Gelation ability is affected not only by the structure of the gelators but also by the composition of the oils. The minimum gel concentration (MGC) increased with the increase in the acyl carbon-chain length of the gelators. The strongest gelation ability was displayed in olive oil for the same gelator. Rheological properties showed that the mechanical strength and thermal stability of the oleogels varied with the carbon-chain length of the gelators and the type of vegetable oil. The microstructure of oleogels is closely related to the carbon-chain length of gelators, regardless of oil type. The highest oil-binding capacity (OBC) was obtained in soybean oil for all four gelators, and Nα, Nε-dimyristoyl-l-lysine showed the best performance for entrapping oils.

Keywords: Nα; Nε-diacyl-l-lysine; gelator; oil-binding capacity; oleogel; vegetable oil.

MeSH terms

  • Chemical Phenomena
  • Chemistry Techniques, Synthetic
  • Lysine / chemistry*
  • Molecular Structure
  • Organic Chemicals / chemical synthesis
  • Organic Chemicals / chemistry
  • Plant Oils / chemistry*
  • Rheology

Substances

  • Organic Chemicals
  • Plant Oils
  • oleogels
  • Lysine