New bio-analytical separations utilizing chiral mobile phase additives in thin layer chromatography and chiral stationary phases in high performance liquid chromatography

"The problem addressed by this dissertation is the separation of optical isomers in commercial as well as biological samples. The chromatographic separation of enantiomers is an important and rapidly developing field of study. Chiral separations of pharmaceutical compounds and important organic intermediates in high performance liquid chromatography (HPLC) and thin layer chromatography (TLC) were achieved. Two methods were employed for the direct liquid chromatographic resolution of chiral analytes: chiral stationary phases (CSPs) and chiral mobile phase additives (CMAs). Native and derivatized ß-cyclodextrins (ß-CD) were used as chiral stationary phases in reverse phase and normal phase HPLC, respectively. This study marked the first use of derivatized ß-CDs for chiral separations in normal phase media. N-carbobenzoxy-glycl-L-proline and (1R)-(-)ammonium-10-camphorsulfonate were utilized as CMAs in normal phase TLC for the resolution of several aromatic amino alcohols. Maltosyl-ß-CD and hydroxypropyl-ß-CD were employed as CMAs in reverse phase TLS. A study was conducted with hydroxypropyl-ß-CD to determine how the degree of substitution of a derivatized CD could effect development time, the viscosity of the solution and the enantioselectivity. In addition, studies were initiated to determine the presence of trace levels of D-amino acids in: amniotic fluid, blood serum and urine. The blood and urine of healthy young adults were analyzed and found to contain trace to percent levels of D-amino acids. The human amniotic fluid samples did not have detectable levels of D-amino acids"--Abstract, page iv.

Name thesis:degree_name

Ph. D. in Chemistry

Grantor

University of Missouri--Rolla

Year dc:date.available

2016

Author dc:creator

• Duncan, Jo Dee

• Chemistry

Repository record dc:identifier

https://scholarsmine.mst.edu/doctoral_dissertations/2220

OAI identifier oai:identifier

oai:scholarsmine.mst.edu:doctoral_dissertations-3222