Boronic acids are important for effective separation of biological active cis-diols. For the purpose of constructing a new type of saccharide-sensitive material which can not only provide convenient separation but also improve the access of boronic acid to guest molecules, the fluorogenic boronic acid terminated, thermo-sensitive polymers (BA-polyNIPAm) were grafted to an alkyne modified silica gel through the exploitation of click chemistry. The BA-polyNIPAm grafted silica gel (BA-polyNIPAm-SG) was characterized by FT-IR, fluorescence spectra, fluorescence microscopy, elemental analysis (EA), thermal gravimetric analysis (TGA), scanning electron microscope (SEM) and so on. BA-polyNIPAm-SG displayed affinity binding ability for saccharides under physiological pH value and allowed saccharides to be conveniently separated from solution. The maximum binding capacities for fructose and glucose are 83.2 μmol/g and 70.4 μmol/g polymer, respectively. The intensity of fluorescence emission of BA-polyNIPAm-SG increased with the increasing of fructose concentration. The present study provides a new kind of composite material which contains moveable and flexible grippers for recognizing and binding guest molecules.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.msec.2014.03.066DOI Listing

Publication Analysis

Top Keywords

boronic acid
12
acid terminated
8
grafted silica
8
click chemistry
8
guest molecules
8
ba-polynipam grafted
8
silica gel
8
fluorescent boronic
4
terminated polymer
4
polymer grafted
4

Similar Publications

Boronic acids have been widely applied in various biological fields, particularly achieving significant practical progress in boronic acid-based glucose sensing. However, boronic acids exhibit nonspecific binding to other nucleophiles, and the inherent lability of boronic esters in biological systems limits their further applications. Herein, we developed a stimuli-responsive controllable caging strategy to achieve photoresponsive spatiotemporally and nitroreductase-responsive cancer cell-selective glucose sensing.

View Article and Find Full Text PDF

Peroxiredoxin 6 (PRDX6) is one of the Peroxiredoxin family members with only 1-Cys, using glutathione as the electron donor to reduce peroxides in cells. PRDX6 has been frequently studied and its expression was associated with poor prognosis in many tumors. However, the expression of PRDX6 in multiple myeloma (MM) and its relevance with MM remain unclear.

View Article and Find Full Text PDF

All-carbon quaternary and tertiary stereocenters connected at the C2-position of functionalizable C3-alkylated indole nucleus are commonly occurring frameworks found in many indole alkaloids of medicinal importance. Their direct access is scarcely reported, a long-standing problem, and developing a unique yet simple method can pave the pathway to an entirely different retrosynthetic route for the total synthesis of these alkaloids. Herein, this problem is addressed by developing an unprecedented branch-selective allylation strategy employing a broad range of structurally and electronically different 3-alkenyl-indoles and allylboronic acids.

View Article and Find Full Text PDF

This study introduces a novel method for functionalizing natural asphalt, presenting new opportunities for upgrading asphaltenes from road to a catalyst. The process utilizes a metal-free sonobromination technique in acetic acid to incorporate carbon-halogen substituents onto natural asphalt. These sites are then targeted by nucleophilic substitution with diethanolamine, followed by complexation with Pd(0) to create a unique palladium complex grafted onto natural asphalt.

View Article and Find Full Text PDF

Photoinduced synthesis of trisubstituted allylic molecules migratory allylation of olefins.

Chem Commun (Camb)

January 2025

Shanghai Frontiers Science Center for Chinese Medicine Chemical Biology, Institute of Interdisciplinary Integrative Medicine Research, Shanghai University of Traditional Chinese Medicine, No. 1200, Cailun Road, Shanghai 201203, China.

A transition-metal-free method to afford diverse trisubstituted allylic molecules migratory allylation of olefins under light irradiation is described. This system tolerated diverse -tosylhydrazones and olefinic boronic acids. Successful allylation of drugs and natural-product analogues was achieved.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!