Metal–Organic Frameworks with Boronic Acid Suspended and Their Implication for cis‐Diol Moieties Binding

Abstract

Introduction of accessible boronic acid functionality into metal–organic frameworks (MOFs) might to endow them with desired properties for potential applications in recognition and isolation of cis‐diol containing biomolecules (CDBs). However, no investigation is found to address this topic until now. Herein, Cr‐based MOFs of MIL‐100 (MIL stands for Materials from Institut Lavoisier) integrated with different pendent boronic acid group (MIL‐100‐B) are reported. This new functional material is successfully prepared using a simple metal–ligand–fragment coassembly (MLFC) strategy with isostructure to the parent MIL‐100 as verified by X‐ray diffraction characterization. The integration and content tunability of the boronic acid group in the framework are confirmed by X‐ray photoelectron spectroscopy and 11B NMR. Transmission electron microscopy reveals that MIL‐100‐B can evolve into well‐defined morphology and nanoscale size at optimized boronic acid incorporating level. The obtained MOFs exhibit comparable surface areas and pore volumes with parent MIL‐100 and present exceptional chemical stability in a wide pH range. The inherent boronic acid components in MIL‐100‐B can effectively serve as the recognition units for the cis‐diol moieties and consequently enhance the capture capabilities for CDBs. The exceptional chemical stability, high porosity, and good reusability as well as the intrinsic cis‐diol moieties recognition function prefigure great potential of the current MIL‐100‐B in CDBs purification, sensing, and separation applications.

Facile Fabrication of PEGylated Fluorescent Organic Nanoparticles with Aggregation‐Induced Emission Feature via Formation of Dynamic Bonds and Their Biological Imaging Applications

“…[42][43][44][45] In recent years, there has been a great deal of interest in studying the interactions between boronic acids and cis-diol containing molecules, which relied on the formation of dynamic covalent cyclic esters in mild basic or neutral aqueous solution. [ 46 ] In this contribution, AIEactive FNPs were fabricated based on formation of cyclic esters between hydrophobic cis-diol containing AIE (APD-PhCHO) and hydrophilic boronate-functionalized polymers (PEGMA-VPBA) in mild basic aqueous solution (Scheme 1 ). We notice that the fi nal AIE-active APD-PhCHO-PEGMA-VPBA FNPs are liable to self-assemble into stable micelles with strong yellow fl uorescence in aqueous solution in virtue of their amphiphilicity.…”

Facile Preparation of Hydrophilic Dual Functional Magnetic Metal‐Organic Frameworks as a Platform for Proteomics Research

“…Metal‐organic frameworks (MOFs), a category of crystalline porous materials, consisted of metal ions and organic ligands, have been widely used in separation, gas adsorption and drug delivery due to its adjustable pore structure, ultrahigh surface area, in‐pore functionality and outer‐surface modification. Recently, MOFs become much popular as material for enrichment in proteomics research, such as endogenous peptides detection, glycopeptides detection,, enzyme immobilization, etc. The advantages of MOFs make them promising materials, combining the hydrophilic interaction and IMAC techniques for glycopeptides and phosphopeptides enrichment.…”

Facile synthesis of boronic acid-functionalized magnetic metal–organic frameworks for selective extraction and quantification of catecholamines in rat plasma

“…This was a simpler way of obtaining core-shell composites compared with the traditional step-by-step method. We then took advantage of the potent affinity of boronic acid to cis-diol containing biomolecules (catecholamines), 5,24 with the MG@MIL-100-B nanoparticles further employed to trap catecholamines from biological samples. The magnetic porous structure and numerous boronic acid functional groups made the MG@MIL-100-B nanoparticles separate rapidly from the sample matrix, excluding the high molecular weight protein with high concentration and be excellent selectivity.…”