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Analytical and Bioanalytical Chemistry

, Volume 389, Issue 2, pp 377–397 | Cite as

Chiral recognition applications of molecularly imprinted polymers: a critical review

  • Norbert M. MaierEmail author
  • Wolfgang Lindner
Review

Abstract

Molecular imprinting technology offers the unique opportunity to tailor chiral stationary phases with predefined chiral recognition properties by employing the enantiomers of interest as binding-site-forming templates. Added advantages, such as ease of preparation, chemical robustness, low-cost production, and the possibility of shaping molecularly imprinted polymers (MIPs) in various self-supporting formats, render them attractive materials for a broad range of chiral recognition applications. In this review a critical overview on recent developments in the field of MIP-based chiral recognition applications is given, focusing on separation techniques and molecular sensing. Inherent limitations associated with the use of enantioselective MIP materials in high-performance separation techniques are outlined, including binding site heterogeneity and slow mass transfer characteristics. The prospects of MIP materials as versatile recognition elements for the design of enantioselective sensor systems are highlighted.

Keywords

Molecular imprinting technology Chiral recognition Enantiomer separation Liquid chromatography Membrane separation Batch extraction Sensors 

Abbreviations

AcOH

acetic acid

α1-AGP

acidic glycoprotein

AIBN

α,α-azoisobutyronitrile

Asp

aspartic acid

Boc

tert-butylcarboxycarbonyl protecting group

Bmax

saturation loading capacity

CEC

capillary electrochromatography

CSP

chiral stationary phase

DCM

dichloromethane

EDMA

ethylene dimethacrylate

EOF

electroosmotic flow

Fmoc

9-Fluorenylmethoxycarbonyl protecting group

Glu

glutamic acid

HPLC

high-performance liquid chromatography

ITO

indium tin oxide

ISFET

ion-selective field-effect transistor

Kd

dissociation constants

KPOT

potentiometric selectivity coefficient

MAA

methacrylic acid

MeCN

acetonitrile

MIP

molecularly imprinted polymer

NIP

non-imprinted control polymer

ODS

octadecylsilane

OT

open tubular

OVM

ovomucoid

PA

phenylalanine anilide

PBS

phosphate-buffered saline

PETRA

pentaerythritol triacrylate

Phe

phenylalanine

QCM

quartz-crystal microbalance

RAFT

reversible addition–fragmentation chain transfer

RIfS

reflectometric interference spectroscopy

SAW

surface acoustic wave

SFC

supercritical-fluid chromatography

SMB

simulated moving bed

THF

tetrahydrofuran

Trp

tryptophan

TRIM

2,2-bis(hydroxymethyl)butanol trimethacrylate

Tyr

tyrosine

VPy

4-phenylpyridine

Z

benzyloxycarbonyl protecting group

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Copyright information

© Springer-Verlag 2007

Authors and Affiliations

  1. 1.Department of Analytical Chemistry and Food ChemistryUniversity of ViennaViennaAustria

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