Comparison of the factors that contribute to retention on immobilized polysaccharide-based chiral stationary phases and macrocyclic glycopeptide chiral stationary phases with the Abraham model.
The Abraham model of linear solvation energy relationship (LSER) was utilized to characterize three recently commercialized chiral stationary phases (CSPs), the Chiralpak IA, IB and IC. Normal phase system constants were determined by HPLC for these three CSPs and compared to literature values for the Chirobiotic T and V CSPs. The results indicate that the Chirobiotic T and V CSPs participate in more polar interactions, such as hydrogen bonding and dipolar interactions, than the three immobilized derivatized polysaccharide CSPs. Additionally, differences were noted for the e and b terms of the Abraham model (polarizable interactions and hydrogen bond acidity) for the IA and IB CSPs, which are nominally similar CSPs in their chemical makeup.
Mitchell
Clifford R
CR
Process Analytical Chemistry, Global Pharmaceutical Research & Development, Abbott Laboratories, R45T R8/2, 1401 Sheridan Road, North Chicago, IL 60064, USA. Clifford.R.Mitchell@abbott.com
Benz
Nancy J
NJ
Zhang
Shuhong
S
D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation* / Q000379:methods*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008956:Models, Chemical; D011134:Polysaccharides / Q000737:chemistry*; D013237:Stereoisomerism; D017334:Teicoplanin / Q000737:chemistry*; D014640:Vancomycin / Q000737:chemistry*
D047028:Macrocyclic Compounds; D011134:Polysaccharides; D017334:Teicoplanin; D014640:Vancomycin