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Binding cross‐reactivity of Boc‐phenylalanine enantiomers on molecularly imprinted polymers
Author(s) -
Allender C. J.,
Brain K. R.,
Heard C. M.
Publication year - 1997
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(1997)9:3<233::aid-chir5>3.0.co;2-g
Subject(s) - chemistry , enantiomer , phenylalanine , reactivity (psychology) , molecularly imprinted polymer , homogeneous , alanine , molecular imprinting , stereochemistry , amino acid , organic chemistry , selectivity , biochemistry , catalysis , medicine , physics , alternative medicine , pathology , thermodynamics
A potential problem associated with molecularly imprinted polymer (MIP) sorbents is that of cross‐reactivity. In this study three MIPs (imprinted with Boc‐L‐phenylalanine, Boc‐L‐alanine, Boc‐L‐glutamic acid) plus a non‐imprinted control were prepared and examined for their ability to bind differentially the enantiomers of boc‐protected phenylalanine in an effort to quantify cross‐reactivity and to develop a predictive model. Batch rebinding studies showed a degree of predictability for a number of MIP‐ligand pairs, but other combinations showed unexpectedly high levels of cross‐reactivity. Despite the general acceptance of heterogeneity of MIP binding sites, many previous studies report linear Scatchard plots, which is indicative of binding site homogeneity. The data from this study produced curves, clearly demonstrating heterogeneity. The theoretical and practical implications of this heterogeneity are discussed. Chirality 9:233–237, 1997. © 1997 Wiley‐Liss, Inc.