Issue 22, 2012

An enantio-selective chromatographic stationary phase for S-ibuprofen prepared by stoichiometric molecular imprinting

Abstract

Molecularly Imprinted Polymers (MIPs) against S-ibuprofen were synthesised using a tailor made functional monomer, 2-acrylamido-4-methylpyridine, following extensive pre-polymerisation studies of template–monomer complexation. An apparent association constant of 340 ± 22 M−1 was calculated that was subsequently corrected to account for dimerisation of ibuprofen (Kdim = 320 ± 95 M−1) resulting in an intrinsic association constant of 715 ± 16 M−1, consistent with previously reported values. Using the synthesised imprinted polymer as a stationary phase, complete resolution of a racemic mixture of ibuprofen was achieved in predominantly aqueous mobile phases. An imprinting factor of 10 was observed, and was found to be in agreement with the difference in the average number of binding sites between MIP and blank polymers, calculated by staircase frontal chromatography. The imprinted polymers exhibited enhanced selectivity for the templated drug over structurally related NSAIDs. When applied as sorbents in solid-phase extraction of ibuprofen from commercial tablets, urine and blood serum samples, recoveries up to 92.2% were achieved.

Graphical abstract: An enantio-selective chromatographic stationary phase for S-ibuprofen prepared by stoichiometric molecular imprinting

Article information

Article type
Paper
Submitted
18 Dec 2011
Accepted
19 Apr 2012
First published
01 May 2012
This article is Open Access

J. Mater. Chem., 2012,22, 11201-11207

An enantio-selective chromatographic stationary phase for S-ibuprofen prepared by stoichiometric molecular imprinting

P. Manesiotis, Q. Osmani and P. McLoughlin, J. Mater. Chem., 2012, 22, 11201 DOI: 10.1039/C2JM16659C

This is an Open Access article. The full version of this article can be posted on a website/blog, posted on an intranet, photocopied, emailed, distributed in a course pack or distributed in Continuing Medical Education (CME) materials provided that it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements