Abstract

The addition of an achiral crown ether (18-crown-6) to a cyclodextrin- based separation can significantly affect the capillary electrophoresis (CE) enantioresolution of organic racemates that contain a primary amine functional group. In most cases an enhancement of the enantioseparation was observed. However, there are also cases where the addition of 18-crown-6 was detrimental to a cyclodextrin-based CE enantioseparation. The effect of concentration of the two complexing additives as well as the effect of pH and added potassium ion were examined. A specific three-body complex involving simultaneous, dual inclusion complex formation can be used to explain both the enhanced and diminished enantioselectivities observed when 18-crown-6 is added to the run buffer.

Department(s)

Chemistry

Comments

National Institutes of Health, Grant R01GM053825

Keywords and Phrases

Amines; Buffer composition; Chiral selectors; Crown ethers; Enantiomer separation

International Standard Serial Number (ISSN)

0021-9673

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2024 Elsevier, All rights reserved.

Publication Date

09 Jan 1998

PubMed ID

9468654

Included in

Chemistry Commons

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