Identifier
etd-11142007-183128
Degree
Master of Science (MS)
Department
Chemistry
Document Type
Thesis
Abstract
The spectroscopic properties of a chiral boronic acid based resorcinarene macrocycle employed for chiral analysis were investigated. Specifically, the emission and excitation characteristics of tetraarylboronate resorcinarene macrocycle (TBRM) and its quantum yield were evaluated. The chiral selector TBRM was investigated as a chiral reagent for the enantiomeric discrimination of amino acids using steady-state fluorescence spectroscopy. Chiral recognition of amino acids in the presence of the macrocycle was based on diastereomeric complexes. Results demonstrated that TBRM had better chiral discrimination ability for lysine as compared to the other amino acids. Partial-least-squares regression modeling (PLS-1) of spectral data for macrocycle-lysine host-guest complexes was used to correlate the changes in the fluorescence emission for a set of calibration samples consisting of TBRM in the presence of varying enantiomeric compositions of lysine. In addition, validation studies were performed using an independently prepared set of samples with different enantiomeric compositions of lysine. The results of multivariate regression modeling indicated good prediction ability of lysine which was confirmed by a root-mean-square percent relative error (RMS%RE) of 5.8%.
Date
2007
Document Availability at the Time of Submission
Release the entire work immediately for access worldwide.
Recommended Citation
Richard, Gerald I., "The use of a chiral fluorescent resorcinarene for the enantiomeric recognition of amino acids" (2007). LSU Master's Theses. 2538.
https://repository.lsu.edu/gradschool_theses/2538
Committee Chair
Isiah M. Warner
DOI
10.31390/gradschool_theses.2538