Simple and Effective 3D Recognition of Domoic Acid Using a Molecularly Imprinted Polymer

Abstract

We have developed a simple and effective molecular imprinting technique to target compounds with flexible structure. Domoic acid (DA), an amnesic shellfish poison, was used as the target compound while many acidic compounds (mono-, di-, and tricarboxylic acids) were used as template molecules for molecularly imprinted polymers (MIPs). Evaluation of selective recognition abilities using liquid chromatography revealed that the highest selective recognition ability for DA was found when pentane-1,3,5-tricarboxylic acid (1,3,5-PeTA) was used as the template. Computer modeling studies of the DA structure suggested that the observed selective recognition depended on the structural changes in DA at the recognition site of the MIPs as well as spatial distance between the COOH groups in DA and 1,3,5-PeTA. Using the 1,3,5-PeTA-MIP, we could easily purify DA from blue mussel extracts by solid-phase extraction.

Selective Adsorption of Water-soluble Ionic Compounds by an Interval Immobilization Technique Based on Molecular Imprinting

“…In other words, MIPs have larger capacitive recognition sites, owing to the template molecules, as compared to non-MIPs. 18,19 In our study, similar results were observed for the template molecules. Additionally, the adsorption on TBTA-P was higher than that on BTAB-P.…”

Molecularly imprinted polymer as micro-solid phase extraction combined with high performance liquid chromatography to determine phenolic compounds in environmental water samples

“…Technique of molecular imprinting creates special molecular recognition sites in synthetic polymers through the use of template molecules [3][4][5]. Non-covalent bonding, ionic interactions and hydrophobic interactions are common utilized in the synthesis of molecularly imprinted polymer (MIP) [6][7][8].…”

Recent advances in molecular imprinting technology: current status, challenges and highlighted applications

“…181 Fragment imprinting is used not only for imprinting targeting molecules with inflexible and relatively rigid chemical structures, but also for compounds having flexible chemical structures. Nenoto et al 180 developed a simple and effective MIT for a flexible structure compound of domoic acid using fragment imprinting polymers. o-Phthalic acid, 2,3-or 2,6-naphthalene dicarboxylic acid, and diphenylether-4,4 0 -dicarboxylic acid, propane-1,2,3-tricarboxylic acid, etc.…”