Celebration of Scholars
An Investigation of Chiral Amino Acid Micelles by means of NMR Spectroscopy
Name:
Victoria Northrup
Major: Chemistry and Neuroscience
Hometown: Rochester, MN
Faculty Sponsor:
Kevin Morris
Other Sponsors:
Type of research: Independent research
Funding: National Science Foundation Grant
Abstract
Surfactant molecules are amphiphilic, meaning they contain
both hydrophobic and hydrophilic functional groups. Above a critical
concentration in aqueous solution, most surfactants aggregate into micelles
with a hydrophobic region in the interior and a hydrophilic region on the surface.
This project investigated the amino acid terminated surfactants
undecanyl-(L)-alanate (UND-Ala) and undecanyl-(L)-glutamic acid (UND-Glu). The
goal of our research was to quantify the effect that solution pH has on the
physical properties of the micelles formed by these two
surfactants. NMR diffusion experiments were performed to determine
the effect of pH on micelle size. Viscosity measurements were used
to confirm that the changes observed in micelle diffusion coefficient resulted
from changes in aggregate size. NMR titrations were used to measure
pKa values for the UND-Glu carboxylic acid protons. Finally, the amide
proton resonance in both the UND-Ala and UND-Glu NMR spectra disappeared around
pH 10-11. Variable temperature NMR experiments suggested that this
effect was due to an increase in the rate of amide proton exchange with solvent
at high solution pH.