Molecular recognition with colloidosomes enabled by imprinted polymer nanoparticles and fluorogenic boronic acid

Abstract

Multifunctional colloidosomes are prepared from molecularly imprinted polymer nanoparticles and fluorogenic boronic acid using a Cu(I)-catalyzed click reaction. The molecular selectivity of the colloidosomes was investigated by radioligand binding analysis, which indicated that the inter-particle click reaction did not affect the molecular specificity of the MIP nanoparticles on the colloidosomes for the model template, propranolol. Besides specific molecular recognition of the MIP nanoparticles, the colloidosomes also displayed dose-dependent fluorescence response to fructose at physiological pH.Moreover, the immobilized boronic acid in the core could effectively bind isoproterenol, a template analogue containing a catecholamine moiety. The depletion of isoproterenol from solution allowed the MIP nanoparticles on the colloidosomes to bind propranolol more efficiently. The pre-designed molecular selectivity and fluorescence response of the colloidosomes are interesting for potential applications in controlled delivery, chemical sensing and bioseparation.

Synthetic Strategies in Molecular Imprinting

“…As mentioned earlier, MIP nanoparticles with well-defined core-shell structure can be synthesized using one-pot precipitation polymerization [49]. Using the same method, we introduced terminal alkynyl groups on the surface of propranololimprinted nanoparticles [70], and used these "clickable" MIP nanoparticles as building blocks to prepare magnetic composites [71] and multifunctional colloidosomes [72]. In these examples, the interparticle conjugation was achieved by Cu (I)-catalyzed 1,3-dipolar cycloaddition between organic azide and alkyne groups (the CuAAC click chemistry; Fig.…”

Molecular imprinting: perspectives and applications

“…Ye et al synthesized several multifunctional MIP composites by using alkynylor azide-modified MIP core-shell nanoparticles as building blocks. [119][120][121] However, these conjugation strategies based on the click reaction need extra processes to introduce a ''clickable'' shell on the surface of MIP nanoparticles, which are tedious and may affect the surface properties of the MIP nanoparticles and even lead to unexpected nonspecific binding effects. Then, the same group 122 developed a new and simple conjugation chemistry that allowed unmodified MIP nanoparticles to be easily linked to other functional materials based on photocoupling chemistry, as schematically illustrated in Fig.…”

Plasmonic Colloidosomes as Three‐Dimensional SERS Platforms with Enhanced Surface Area for Multiphase Sub‐Microliter Toxin Sensing

“…We apply plasmonic colloidosomes for the SERS detection of several industrial toxins, [15] to demonstrate the importance of large 3D SERS-active surfaces as sensitive and reproducible analytical platforms.T ofully utilize the 3D SERS area of the colloidosomes for detecting sub-microliter liquid phases,awide-field 4 objective lens is used for averaging the SERS spectra over alarge scan area (1850 mm 1350 mm) comprising of more than 10 3 closely packed colloidosomes ( Figure S6), and analyte concentrations are reported in mole number, respectively.T he individual detection of rhodamine 6G in the aqueous phase and coumarin in the organic phase achieves adetection limit of 0.5 and 5f mol, with the corresponding analytical enhancement factors (AEF) of 210 6 and 510 7 ,r espectively ( Figure 4A,F igure S15-18). This denotes that our plasmonic colloidosome is able to enhance aR aman signal by more than 10 6 ,i n comparison to the signal in the absence of the plasmonic Ag nanocube shell.…”

“…Our plasmonic colloidosomes are capable of ultratrace detection of both aqueous-and organic-soluble toxins down to sub-femtomole levels,and also quantitative analysis over 5-order of magnitudes,all using just sub-microliter sample volumes.B ye xploiting the micron-sized plasmonic colloidosomes and their large and reproducible SERS enhancement of more than 10 6 fold, we demonstrate the first "dual-phase trianalyte" interfacial detection scheme for the high through-put detection and quantification of three analytes across multiple liquid phases simultaneously.T he ensemble of benefits of plasmonic colloidosomes enables them as an immensely attractive,miniaturized SERS analytical platform crucial for on-site detection in the field of forensic and also industrial, food and environment safety.…”