<i>N</i>‐isopropylacrylamide as a functional monomer for noncovalent molecular imprinting

Nguyen, Thu Hien; Ansell, Richard J.

doi:10.1002/jmr.1163

Cited by 21 publications

(10 citation statements)

References 47 publications

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“…The rest of the polymerization mixture, composed of the functional monomer NIPAM, the fluorescent monomer rhodamine B, the cross-linker EbAm and the initiator system (KPS, TEMED) in buffer A, was then passed through the column. NIPAM is a functional monomer capable of hydrogen bond interactions, due to the presence of oxygen and nitrogen atoms 32,33 , but at the same time was used herein as the major component in this polymer recipe to obtain thermoresponsive MIP-NPs. The lower critical solution temperature of the polymer was determined by dynamic light scattering by measuring the particles size versus temperature and found to be ∼32 °C (Fig.…”

Section: Resultsmentioning

confidence: 99%

Solid-phase synthesis of molecularly imprinted polymer nanolabels: Affinity tools for cellular bioimaging of glycans

Rangel

Laclef

et al. 2019

Sci Rep

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Hyaluronic acid (HA) is a glycosaminoglycan that plays many roles in health and disease and is a key biomarker of certain cancers. Therefore, its detection at an early stage, by histochemical methods, is of importance. However, intracellular HA can be masked by other HA-binding macromolecules, rendering its visualization somehow problematic. We show that fluorescent molecularly imprinted polymer nanogels (MIP-NPs), can localize and detect intracellular HA. MIP-NPs were synthesized by solid-phase synthesis on glass beads (GBs). GBs were functionalized with terminal alkyne groups on which an azide derivative of the template molecule glucuronic acid was immobilized via click chemistry. Immobilization via the anomeric carbon left the template’s carboxyl moiety free to enable strong stoichiometric electrostatic interactions with a benzamidine-based functional monomer, to confer selective recognition to the MIP-NPs. Due to the two-point orientation of the template, the resulting MIP-NPs were endowed with improved binding site homogeneity and specificity, reminiscent of monoclonal antibodies. These synthetic antibodies were then applied for probing and staining HA, of which glucuronic acid is a substructure (epitope), on human epidermal cells. Their excellent sensitivity, small size and water compatibility, enabled the MIP-NPs to visualize HA, as evidenced by confocal fluorescence micrographs.

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Section: Resultsmentioning

confidence: 99%

Solid-phase synthesis of molecularly imprinted polymer nanolabels: Affinity tools for cellular bioimaging of glycans

Rangel

Laclef

et al. 2019

Sci Rep

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“…We have also chosen NIPAM 10 as a co-monomer. It is demonstrated that NIPAM usually does not interact with the template in polar solvents as DMSO and water, but acts as a stabilizer of the polymeric structure [ 20 ].…”

Section: Resultsmentioning

confidence: 99%

Signal-On Fluorescent Imprinted Nanoparticles for Sensing of Phenols in Aqueous Olive Leaves Extracts

et al. 2020

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The activation of signals in fluorescent nanosensors upon interaction with their targets is highly desirable. To this aim, several molecularly imprinted nanogels have been synthetized for the recognition of tyrosol, hydroxytyrosol and oleuropein in aqueous extracts using the non-covalent approach. Two of them contain fluorescein derivatives as co-monomers, and their fluorescence emission is switched on upon binding of the target phenols. The selection of functional monomers was previously done by analyzing the interactions by nuclear magnetic resonance (NMR) in deuterated dimethylsulfoxide (DMSO-d6) of the monomers with tyrosol and hydroxytyrosol. Polymers were synthetized under high dilution conditions to obtain micro- and nano-particles, as verified by transmission electron microscopy (TEM). 1,4-Divinylbenzene (DVB) was used in the fluorescent polymers in order to enhance the interactions with the aromatic ring of the templates tyrosol and hydroxytyrosol by π-π stacking. The results were fully satisfactory as to rebinding: DVB-crosslinked molecularly imprinted polymers (MIPs) gave over 50 nmol/mg rebinding. The sensitivity of the fluorescent MIPs was excellent, with LODs in the pM range. The sensing polymers were tested on real olive leaves extracts, with very good performance and negligible matrix effects.

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“…Amide group in acrylamide could form stronger hydrogen bonds with the template than the carboxyl group. 13 Crosslinking used etilenglicol dimetacrilat (EGDMA) with molecular formula of C10H14O4 (Mr 198.22; ρ=1.051 gr/mL). EGDMA was one of most often used crosslinker in the synthesis of MIP because it could produce a polymer which has good thermal and mechanical stability; could form a stable polymer; have good porosity and easily polymerized.…”

Section: Synthesis Of Mip and Nip Acrylamidementioning

confidence: 99%

Synthesis and Characterization Molecularly Imprinted Polymers for Analysis of Dimethylamylamine Using Acrylamide as Monomer Functional

Amin¹,

Damayanti²,

Ibrahim³

2018

jki

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A selective separation techniques with Molecularly Imprinted Polymer (MIP) for High-Performance Liquid Chromatography (HPLC) has been developed for the assay of Dimethylamylamine (DMAA) doping compounds. Molecular imprinted polymer (MIP) is a technique to produce a polymer having the cavity due to the disposal of the templates, in which the cavity serves to recognize the molecules of the same size, structure, chemical and physical properties. The selectivity and affinity of the templates itself will increase, while the concentration value is increasing. MIP is made by DMAA as template, acrylamide as functional monomer, ethylene glycol dimethacrylate (EGDMA) as cross linking, azobisisobutyronitrile (AIBN) as the initiator and chloroform as a porogen solvent; using bulk method. The aim of research are conduct the MIP for the DMAA compound analysis, then the formed MIP is characterized by using Fourier Transform Infra Red (FTIR) and Scanning Electron Microscopy (SEM) to find out the polymer complexes formed and the morphological form of the MIP. The MIP formed then was analyzed by using High-Performance Liquid Chromatography (HPLC) to know the amount of the DMAA, the adsorption capacity, and the adsorption condition found in the MIP. The result of analysis on the content of DMAA in the MIP by using UV-Vis Spectrophotometer is 1.957 mg. Scanning Electron Microscopy (SEM) shows that the MIP has irregular and rough morphological structure; while the NIP has irregular morphology structures and smooth surfaces shape

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N‐isopropylacrylamide as a functional monomer for noncovalent molecular imprinting

Cited by 21 publications

References 47 publications

Solid-phase synthesis of molecularly imprinted polymer nanolabels: Affinity tools for cellular bioimaging of glycans

Solid-phase synthesis of molecularly imprinted polymer nanolabels: Affinity tools for cellular bioimaging of glycans

Signal-On Fluorescent Imprinted Nanoparticles for Sensing of Phenols in Aqueous Olive Leaves Extracts

Synthesis and Characterization Molecularly Imprinted Polymers for Analysis of Dimethylamylamine Using Acrylamide as Monomer Functional

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