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Chiral recognition in adrenergic receptor binding mimics prepared by molecular imprinting
Author(s) -
Ramström Olof,
Yu Cong,
Mosbach Klaus
Publication year - 1996
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/(sici)1099-1352(199634/12)9:5/6<691::aid-jmr322>3.0.co;2-g
Subject(s) - diastereomer , enantiomer , chemistry , molecularly imprinted polymer , molecular imprinting , molecular recognition , polymer , ephedrine , adrenergic agent , adrenergic , selectivity , adrenergic receptor , ligand (biochemistry) , receptor , molecule , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , pharmacology , catalysis , biology
Molecularly imprinted polymers were prepared against the adrenomimetic agents ephedrine and pseudoephedrine. These compounds each incorporate two chiral centres. The polymers were evaluated with respect to enantiodiscrimination of various adrenergic ligands. The selectivity of the polymeric binding sites for the imprinted molecules was very high, and it was found that binding of both the enantiomeric and diastereomeric isomers of the imprint species were effectively obstructed. In addition, it was found that these polymers could selectively recognize the enantiomers of the endogenous adrenergic ligand epinephrine as well as several β‐adrenergic blockers. These observations suggest that these polymers effectively mimic the recognition patterns exhibited by natural adrenergic receptors.