Amino Acid Induced Modification of Self-Assembled Monoglyceride-Based Nanostructures

Langmuir. 2015 Sep 29;31(38):10377-81. doi: 10.1021/acs.langmuir.5b02139. Epub 2015 Sep 15.

Abstract

Self-assembled phases based on monoglycerides are promising candidates for drug delivery systems. Alterations of these phases need to be performed by addition of substances which are biocompatible. Inverse bicontinuous cubic phases are altered by the addition of five amino acids, namely, glycine, phenylalanine, alanine, glutamine, and tryptophan. These natural molecules have a diversity of side chains which predicts their polarity and subsequently their interaction with the interfacial region. Whereas polar amino acids cause a slight shrinking of the fully hydrated phase, amino acids with a nonpolar side chain expand it. Tryptophan is also able to provoke a growth of inverse hexagonal, micellar cubic, and micellar structures. Amino acid concentrations in the aqueous phase, even above the amino acid's solubility, further affect all aforementioned structures and cause a significant enlargement of up to 26%. Besides the amino acids' impact on the structural sizes, they also affect the phase transition temperatures.

MeSH terms

  • Amino Acids / chemistry*
  • Monoglycerides / chemical synthesis*
  • Monoglycerides / chemistry*
  • Nanostructures / chemistry*
  • Particle Size
  • Surface Properties
  • Transition Temperature

Substances

  • Amino Acids
  • Monoglycerides