S. Chang, Lisa Wang, D. Armstrong
Jul 1, 1992
Citations
0
Influential Citations
36
Citations
Journal
Journal of Liquid Chromatography & Related Technologies
Abstract
Abstract Twenty five pairs of N-tert-butoxycarbonyl (N-t-Boc) protected racemic amino acids were separated using a hydroxypropyl derivatized β-cyclodextrin bonded phase column in the reversed-phase mode. Most of the N-t-Boc-amino acids are base-line separated in 30 minutes or less. The retention behavior, the effect of structure on chiral recognition, and the effect of mobile phase composition are discussed. It was found there is a maximum resolution value when the mobile phase contains from 5% to 10% acetonitrile (or ∼20% methanol) for many of the N-t-Boc-amino acids. Others were found to resolve better with acetonitrile concentrations between 90–97%. It was found that the higher the pH, the shorter the retention and the better the resolution. The optimum concentration of buffer solution was 1% triethylammonium acetate. N-t-Boc-amino acids are used extensively in peptide synthesis. Relatively small enantiomeric impurities in these starting materials can translate into peptide products containing signific...