NMR spectroscopy was used to study micelles formed by the surfactant (L,L)-Undecyl Leucine Valinate (und-LV). Amino acid-based surfactants like und-LV are used in the pharmaceutical, food, and cosmetic industries because they are biodegradable, have a low toxicity, and are produced using renewable materials. The polymerized form of und-LV is also an effective chiral selector in capillary electrophoresis separations.  This poster will present results from NMR experiments used to investigate the binding of the amino acid cations L-Arginine, L-Canavanine and L-Homoarginine to the negative micelle surface.  These cations were found to associate with the micelles at neutral pH, but dissociate from the micelle surface when pH was increased.  Micelle binding of cis and trans 1,2- and 1,4-cyclohexanediamine cations were investigated as well.  The 1,4-cyclohexanediamine isomers were found to associate more strongly with und-LV than the corresponding 1,2 cyclohexanediamines.  The cis and trans isomers of both diamines also had different micelle binding affinities.<br/>

NMR investigation of the effect of pH on counterion binding to amino acid-based surfactant micelles

2019 Spring National Meeting

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