TY - JOUR
T1 - Affinity screening by packed capillary high performance liquid chromatography using molecular imprinted sorbents
T2 - II. Covalent imprinted polymers
AU - Khasawneh, Mohammad A.
AU - Vallano, Patrick T.
AU - Remcho, Vincent T.
N1 - Funding Information:
The authors are indebted to Professor James D. White for helpful discussions on synthetic strategy. We gratefully acknowledge the financial support of our research by the National Science Foundation.
PY - 2001/7/13
Y1 - 2001/7/13
N2 - This study concentrates on the production of covalent molecular imprint polymers (MIPs) as highly selective sorbents for nortriptyline (NOR), a representative tricyclic antidepressant (TCA). The functionalized template contains a polymerizable 4-vinylphenyl carbamate moiety used to bind the template molecule to the polymer matrix. Polymerization with a cross-linker followed by hydrolytic cleavage of the labile carbamate functionality leaves an MIP with selective binding sites capable of binding template through hydrogen bonding interactions. Demonstrated chromatographically through a "selection index", these MIPs showed high selectivity for the template molecule (NOR) among a library of structurally similar compounds. The recognition was found to correlate with structural similarity to the template compound. A direct comparison between covalent and non-covalent molecular imprinting strategies reveals a great deal of improvement in the peak shape of the retained compound resulting from covalent imprinting (evidenced by peak asymmetry factors As).
AB - This study concentrates on the production of covalent molecular imprint polymers (MIPs) as highly selective sorbents for nortriptyline (NOR), a representative tricyclic antidepressant (TCA). The functionalized template contains a polymerizable 4-vinylphenyl carbamate moiety used to bind the template molecule to the polymer matrix. Polymerization with a cross-linker followed by hydrolytic cleavage of the labile carbamate functionality leaves an MIP with selective binding sites capable of binding template through hydrogen bonding interactions. Demonstrated chromatographically through a "selection index", these MIPs showed high selectivity for the template molecule (NOR) among a library of structurally similar compounds. The recognition was found to correlate with structural similarity to the template compound. A direct comparison between covalent and non-covalent molecular imprinting strategies reveals a great deal of improvement in the peak shape of the retained compound resulting from covalent imprinting (evidenced by peak asymmetry factors As).
KW - Covalent imprinting
KW - Molecular imprinted sorbents
KW - Molecular imprinting
KW - Nortriptyline
KW - Peak shape
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U2 - 10.1016/S0021-9673(01)00932-3
DO - 10.1016/S0021-9673(01)00932-3
M3 - Article
C2 - 11486894
AN - SCOPUS:0035854380
SN - 0021-9673
VL - 922
SP - 87
EP - 97
JO - Journal of Chromatography A
JF - Journal of Chromatography A
IS - 1-2
ER -