Fluorescence Reporting of Binding Interactions of Target Molecules with Core–Shell‐Type Cortisol‐Imprinted Polymer Particles Using Environmentally Responsible Fluorescent‐Labeled Cortisol

Abstract

Core-shell-type molecularly imprinted polymer particles (MIP-NPs) bearing specifi c binding cavities for cortisol in their shell layers by two-step emulsifi er-free emulsion polymerizations are synthesized, where both the strategies of semicovalent molecular imprinting and noncovalent molecular imprinting are concurrently performed using methacryloyl cortisol and itaconic acid as a template molecule and a functional monomer, respectively. Newly designed fl uorescent reporter molecules, dansyl-labeled cortisol, to investigate the binding capability of MIP-NPs toward cortisol by fl uorescence measurements are developed. The binding rate constant ( k a ) and affi nity constant ( K a ) of MIP-NPs toward cortisol are successfully estimated by curve fi tting for fl uorescence spectral shift. The k a value of MIP-NPs is 1.8 times larger than that of reference MIP-NPs prepared using only methacryloyl cortisol without itaconic acid (semicovalent imprinting), indicating that the concurrent demonstration of both the semicovalent imprinting and noncovalent imprinting processes is effective for constructing high affi nity binding cavities for cortisol.

Development of a biomimetic enzyme-linked immunosorbent assay based on a molecularly imprinted polymer for the detection of cortisol in human saliva

“…Since cortisol represents a typical target in competitivebased applications of imprinted polymers, [11][12][13] in this paper, we studied the binding of a conjugate between cortisol-3-(Ocarboxymethyl)oxime and horseradish peroxidase (F-3-CMO-HRP) to cortisol-imprinted particles adsorbed on the bottom of microplates taken as a model system. The adsorption of F-3-CMO-HRP on the adsorbed imprinted nanoparticles was investigated by studying the effect of different experimental conditions, with the goal of minimising the non-specific binding and optimising the competition between the enzyme tracer and free cortisol.…”

Molecularly Imprinted Tailor-Made Functional Polymer Receptors for Highly Sensitive and Selective Separation and Detection of Target Molecules

“…Core-shell MIP-NPs bearing specific binding cavities for cortisol was prepared by two-step emulsifier-free emulsion polymerizations of cortisol-21-monomethacrylate as the template molecule, itaconic acid as an additional functional monomer, styrene as the comonomer and divinylbenzene as the crosslinker [98,99] (Fig. 30).…”

Synthesis of Nonaromatic Macromolecular Luminogens, DFT Studies on Photophysics, and O‐Donor Selective On−Off Sensors: Contributions of In Situ N‐(Methylol)Acrylamido Comonomers

“…[30] In MSA, αand β-COOH functionalities can enhance rigidity and binding capability of ML2 with guest molecules. [31] Moreover, amphiphilic ML2 synthesized via polymerization of nonionic NMPA and hydrophilic MSA should be water soluble, biocompatible, photostable, and thus, ML2 should be suitable for sensing and biomedical applications. [32,33] Importantly, compared to ML1, being composed of frequently available negatively charged oxygen donors in ML2, Fe(III) should possess more complexing tendency with ML2.…”