Chiral recognition of Nα‐protected amino acids and derivatives in non‐covalently molecularly imprinted polymers
- 1 December 1994
- journal article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 44 (6), 603-606
- https://doi.org/10.1111/j.1399-3011.1994.tb01150.x
Abstract
Highly crosslinked synthetic polymers, selective for various Nα-protected amino acids and derivatives, were prepared by non-covalent molecular imprinting. Methacrylic acid and ethylene glycol dimethacrylate were copolymerized in the presence of the print molecules, which were subsequently extracted from the polymers. The recognition of the polymers for the print molecules and molecules of similar structures was investigated by using the polymers as stationary phases in HPLC. The functional groups of the print molecules interact via hydrogen bonds with the positioned carboxyls of the polymer. It was shown that the Nα-protecting group, the Cα-protecting group and the amino acid side chain are also recognized by the binding sites in the polymer. © Munksgaard 1994.Keywords
This publication has 20 references indexed in Scilit:
- Molecular imprintingTrends in Biochemical Sciences, 1994
- Binding Studies on Substrate- and Enantio-Selective Molecularly Imprinted PolymersAnalytical Letters, 1991
- Enantiomeric resolution on molecularly imprinted polymers prepared with only non-covalent and non-ionic interactionsJournal of Chromatography A, 1990
- Recent advances in the preparation and use of molecularly imprinted polymers for enantiomeric resolution of amino acid derivativesJournal of Chromatography A, 1989
- Molecular recognition in synthetic polymers. Enantiomeric resolution of amide derivatives of amino acids on molecularly imprinted polymersJournal of Molecular Recognition, 1989
- Molecular imprinting of amino acid derivatives at low temperature (0°C) using photolytic homolysis of azobisnitrilesAnalytical Biochemistry, 1989
- Highly enantioselective and substrate-selective polymers obtained by molecular imprinting utilizing noncovalent interactions. NMR and chromatographic studies on the nature of recognitionJournal of the American Chemical Society, 1988
- Molecular imprinting of amino acid derivatives in macroporous polymersJournal of Chromatography A, 1985
- Imprinting of amino acid derivatives in macroporous polymersTetrahedron Letters, 1984
- Synthesis of substrate‐selective polymers by host‐guest polymerizationDie Makromolekulare Chemie, 1981