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Enantioselective molecularly imprinted polymer membranes
Author(s) -
Dzgoev Anatoli,
Haupt Karsten
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:5/6<465::aid-chir18>3.0.co;2-v
Subject(s) - molecularly imprinted polymer , chemistry , molecular imprinting , enantiomer , membrane , polymer , enantioselective synthesis , combinatorial chemistry , chiral resolution , molecular recognition , chromatography , organic chemistry , polymer chemistry , selectivity , molecule , biochemistry , catalysis
Molecular imprinting is a technology that allows for the creation of molecular recognition sites in synthetic polymers via the use of templates. Imprinted materials have been used in various applications, including stationary phases for chromatography, recognition elements in sensors, or antibody binding mimics in immunoassay‐type analyses. In the present work, molecularly imprinted enantioselective polymer membranes are described. The amino acid derivative CBZ‐tyrosine was chosen as the target compound. A CBZ‐ l ‐tyrosine‐imprinted polymer was first tested in HPLC mode, and efficient resolution of racemic CBZ‐tyrosine was obtained. Imprinted polymer membranes were prepared by casting the polymer in the pores of a polypropylene membrane, using a specifically adapted polymer recipe. In diffusion experiments across the imprinted membranes, enantioselectivity was observed with the diffusion of the l ‐enantiomer of CBZ‐tyrosine (the original template) being faster than that of the d ‐enantiomer. Chirality 11:465–469, 1999. © 1999 Wiley‐Liss, Inc.