Polyethyleneimine-grafted boronate affinity materials for selective enrichment of cis -diol-containing compounds

Xue, Yifeng; Shi, Wei; Zhu, Bo; Gu, Xue; Wang, Yan; Yan, Chao

doi:10.1016/j.talanta.2015.03.008

Cited by 23 publications

(8 citation statements)

References 27 publications

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“…Next, we investigated the glucose elasticity of nanoparticles after adding and removing glucose. Since the borate ester bond between the block copolymer containing boric acid and diol is dynamically covalent, and the dynamic covalent property of borate ester promotes the reconstruction of the bond structure and boric acid bond in the presence of other competitive diols, it displays reversible glucose sensitivity [ 39 ]. Fig.…”

Section: Resultsmentioning

confidence: 99%

Novel glucose-responsive nanoparticles based on p-hydroxyphenethyl anisate and 3-acrylamidophenylboronic acid reduce blood glucose and ameliorate diabetic nephropathy

Bian

Xiao-min

et al. 2022

Materials Today Bio

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An insulin delivery system that self-regulates blood sugar levels, mimicking the human pancreas, can improve hyperglycaemia. At present, a glucose-responsive insulin delivery system combining AAPBA with long-acting slow release biomaterials has been developed. However, the safety of sustained-release materials and the challenges of preventing diabetic complications remain. In this study, we developed a novel polymer slow release material using a plant extract—p-hydroxyphenylethyl anisate (HPA). After block copolymerisation with AAPBA, the prepared nanoparticles had good pH sensitivity, glucose sensitivity, insulin loading rate and stability under physiological conditions and had high biocompatibility. The analysis of streptozotocin-induced diabetic nephropathy (DN) mouse model showed that the insulin-loaded injection of nanoparticles stably regulated the blood glucose levels of DN mice within 48 h. Importantly, with the degradation of the slow release material HPA in vivo , the renal function improved, the inflammatory response reduced, and antioxidation levels in DN mice improved. This new type of nanoparticles provides a new idea for hypoglycaemic nano-drug delivery system and may have potential in the prevention and treatment of diabetic complications.

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Section: Resultsmentioning

confidence: 99%

Novel glucose-responsive nanoparticles based on p-hydroxyphenethyl anisate and 3-acrylamidophenylboronic acid reduce blood glucose and ameliorate diabetic nephropathy

Bian

Xiao-min

et al. 2022

Materials Today Bio

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“…Boronate affinity materials have gained increasing attention in recent years [ 31 , 32 , 33 ]. The mechanism involved is similar to other conventional boronate affinity chromatography.…”

Section: Resultsmentioning

confidence: 99%

“…Our preliminary virtual screening and experimental verification indicated that boronic acid derivatives (BADs) could reversibly inhibit the activity of MP [ 30 ]. Phenylboronate group, which can form a temporary covalent bond with any molecule that contains a 1,2- cis -diol group, is widely used in the affinity purification of 1,2- cis -diol-containing biomolecules such as glycoproteins, glycopeptides, nucleosides, and nucleic acids [ 31 , 32 , 33 , 34 , 35 ]. However, application of the resins modified by phenylboronate in the purification of metalloproteases has never been reported.…”

Section: Introductionmentioning

confidence: 99%

Structure-Based Design and Synthesis of a New Phenylboronic-Modified Affinity Medium for Metalloprotease Purification

Wang²,

Xu³

et al. 2016

Marine Drugs

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Metalloproteases are emerging as useful agents in the treatment of many diseases including arthritis, cancer, cardiovascular diseases, and fibrosis. Studies that could shed light on the metalloprotease pharmaceutical applications require the pure enzyme. Here, we reported the structure-based design and synthesis of the affinity medium for the efficient purification of metalloprotease using the 4-aminophenylboronic acid (4-APBA) as affinity ligand, which was coupled with Sepharose 6B via cyanuric chloride as spacer. The molecular docking analysis showed that the boron atom was interacting with the hydroxyl group of Ser176 residue, whereas the hydroxyl group of the boronic moiety is oriented toward Leu175 and His177 residues. In addition to the covalent bond between the boron atom and hydroxyl group of Ser176, the spacer between boronic acid derivatives and medium beads contributes to the formation of an enzyme-medium complex. With this synthesized medium, we developed and optimized a one-step purification procedure and applied it for the affinity purification of metalloproteases from three commercial enzyme products. The native metalloproteases were purified to high homogeneity with more than 95% purity. The novel purification method developed in this work provides new opportunities for scientific, industrial and pharmaceutical projects.

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“…Thus, multi-functionalized nanomaterials based on boronate affinity have been applied in many fields ranging from enrichment [3], micro-solid-phase extraction [4], sensing [5] and adsorbing [6] to biologic delivery [7].…”

Section: Introductionmentioning

confidence: 99%

An efficient Horseradish peroxidase chemiluminescence biosensor with surface imprinting based on phenylboronic acid functionalized ionic liquid@magnetic graphene oxide

Duan

Wang

et al. 2016

Sensors and Actuators B: Chemical

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Polyethyleneimine-grafted boronate affinity materials for selective enrichment of cis -diol-containing compounds

Cited by 23 publications

References 27 publications

Novel glucose-responsive nanoparticles based on p-hydroxyphenethyl anisate and 3-acrylamidophenylboronic acid reduce blood glucose and ameliorate diabetic nephropathy

Novel glucose-responsive nanoparticles based on p-hydroxyphenethyl anisate and 3-acrylamidophenylboronic acid reduce blood glucose and ameliorate diabetic nephropathy

Structure-Based Design and Synthesis of a New Phenylboronic-Modified Affinity Medium for Metalloprotease Purification

An efficient Horseradish peroxidase chemiluminescence biosensor with surface imprinting based on phenylboronic acid functionalized ionic liquid@magnetic graphene oxide

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