Molecular imprinting of carboxylic acids employing novel functional macroporous polymers

Citation
D. Spivak et Kj. Shea, Molecular imprinting of carboxylic acids employing novel functional macroporous polymers, J ORG CHEM, 64(13), 1999, pp. 4627-4634
Citations number
41
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
13
Year of publication
1999
Pages
4627 - 4634
Database
ISI
SICI code
0022-3263(19990625)64:13<4627:MIOCAE>2.0.ZU;2-6
Abstract
Imprinted network polymers incorporating basic functional groups were devel oped to assess the binding and specificity of carboxylic acids. The binding affinities were determined using t-BOC-phenylalanine and 2-phenylbutyric a cid as templates and substrates. Chiral. selectivity for the enantiomers of t-BOC-phenylalanine was found for polymers incorporating adenine or 2-amin opyridine functionality. Chiral selectivity in the case of (R)-(-)-2-phenyl butyric acid was found for the polymer utilizing N-(2-aminoethyl) methacryl amide as the functional monomer. Optimization of binding was achieved by ch anging polymerization conditions (thermal versus photochemical polymerizati on, monomer:template ratio) for t-BOC-phenylalanine imprinted polymers empl oying the N-(2-aminopyridine) methacrylamide monomer.