title: Study of stereomeric peptoid chiral stationary phases containing different chiral side chains.
abstract: In this study, we investigated six stereomeric peptoid chiral stationary phases (CSPs) successively combining N'-phenyl-proline amide, α-phenylethyl amine, 2-aminocyclohexyl phenylcarbamate and another α-phenylethyl amine under normal phase mode. CSPs 1-4 with R-S-(R,R)-S, R-S-(S,S)-S, R-R-(R,R)-R and R-R-(S,S)-R configuration exhibited much different enantiorecognition abilities. Overall, CSPs 1 and 2 performed better for the 55 analytes tested. CSP 5 with mixed selectors combined partial selectivities of CSPs 1 and 2. CSP 6 as enantiomeric counterpart of CSP 2 exhibited similar enantioseparation ability and reversal elution orders for analytes resolved. For several biaryl type analytes, CSP 6 even outperformed commercial Chiralpak AD-H and Chiralcel OD-H. Excellent resolution of 3,3'-diphenyl-2,2'-bi-1-naphthalol (VANOL) on CSP 6 illustrated its potential application in preparative enantioseparation. Eluting orders of enantiomers on stereomeric CSPs also provided us further insight into enantiorecognition of some analytes.
authors.affiliation: Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
authors.forename: Haibo
authors.initials: H
authors.lastname: Wu
authors.forename: Guangjun
authors.initials: G
authors.lastname: Song
authors.forename: Dongqiang
authors.initials: D
authors.lastname: Wang
authors.forename: Hui
authors.initials: H
authors.lastname: Yu
authors.forename: Yanxiong
authors.initials: Y
authors.lastname: Ke
authors.forename: Xinmiao
authors.initials: X
authors.lastname: Liang
mesh_terms: D034444:Peptoids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D034444:Peptoids