Recognition Properties and Competitive Assays of a Dual Dopamine/Serotonin Selective Molecularly Imprinted Polymer

Abstract

A molecularly imprinted polymer (MIP) with dual dopamine/serotonin-like binding sites (DS-MIP) was synthesized for use as a receptor model of study the druginteraction of biological mixed receptors at a molecular level. The polymer material was produced using methacrylic acid (MAA) and acrylamide (ACM) as functional monomers, N,N′-methylene bisacrylamide (MBAA) as cross-linker, methanol/water mixture (4:1, v/v) as porogen and a mixture of dopamine (D) and serotonin (S) as templates. The prepared DS-MIP exhibited the greatest rebinding of the template(s) in aqueous methanol solution with decreased recognition in acetonitrile, water and methanol solvent. The binding affinity and binding capacity of DS-MIP with S were found to be higher than those of DS-MIP with D. The selectivity profiles of DS-MIP suggest that the D binding site of DS-MIP has sufficient integrity to discriminate between species of non-optimal functional group orientation, whilst the S binding site of DS-MIP is less selective toward species having structural features and functional group orientations different from S. The ligand binding activities of a series of ergot derivatives (ergocryptine, ergocornine, ergocristine, ergonovine, agroclavine, pergolide and terguride) have been studied with the DS-MIP using a competitive ligand binding assay protocol. The binding affinities of DS-MIP were demonstrated in the micro-or submicro-molar range for a series of ergot derivatives, whereas the binding affinities were considerably greater to natural receptors derived from the rat hypothalamus. The DS-MIP afforded the same pattern of differentiation as the natural receptors, i.e. affinity for the clavines > lysergic acid derivatives > ergopeptines. The results suggest that the discrimination for the ergot derivatives by the dopamine and serotonin sites of DS-MIP is due to the structural OPEN ACCESSInt. J. Mol. Sci. 2008, 9 2334 features and functional orientation of the phenylethylamine and indolylethylamine entities at the binding sites, and the fidelity of the dopamine and serotonin imprinted cavities.

Affinity‐Based Drug Delivery

“…Suedee et al examined the controlled delivery of chiral b-blockers and non-steroidal anti-inflammatory drugs through both oral and transdermal routes. [37][38][39][40][41][42][43][44] The release of S-propranolol (b-blocker) has been studied extensively in particular. Two different methods of polymerizing MAA with EGDMA as the crosslinker were explored: bulk polymerization and suspension polymerization.…”

A dual-template biomimetic molecularly imprinted dendrimer-based piezoelectric sensor for ultratrace analysis of organochlorine pesticides

“…MIP sensors could be considered as best alternatives to biosensors, primarily in terms of higher shelf lives and biomimetic characteristics. With the recent advent of multi/double-imprinting in a single polymer format, multicomponents often present in a sample can simultaneously be analyzed in the cost-effective manner saving both time and labor [21][22][23][24][25][26][27][28][29][30][31]. However, such analysis was rather challenging in many cases owing to the overlapped analyte signals and matrix effect.…”

Selective Solid-Phase Extraction of Catecholamines and Metanephrines From Serum Using a New Molecularly Imprinted Polymer

“…In addition, a molecularly imprinted polymer with dual dopamine=serotonin-like binding sites was developed to study interactions between drugs and biological mixed receptors. [30] Similarly, a non-covalent MIP of serotonin was used to platelet rich plasma. [31] Recent studies have shown the use of monolithic molecularly imprinted polymer as a chiral support for the separation of neurotransmitters by capillary electrochromatography.…”