Self-healing hydrogels based on degradable resources have developed rapidly in the past decade due to their extensive bioapplications with biosecurity. In this research, a new kind of cellulose-based self-healing hydrogel with bio-degradability is constructed through boronic ester linkage. The carboxyethyl cellulose--phenylboronic acid (CMC-B(OH)) was synthesized through condensation reaction conveniently and then hydrogels were prepared with dynamic boronic ester cross-linking. The chemical structures, microscopic morphologies, mechanical and self-healing properties of the hydrogels were investigated intensively through Fourier transform infrared (FT-IR) spectroscopy, rheological, SEM and tensile testing. The hydrogels formed instantly without any additional catalyst and exhibit excellent self-healing ability with good mechanical properties. Moreover, the hydrogels were applied for controlled release of doxorubicin (DOX·HCl) and showed a successive slow release profile. Importantly, the hydrogel exhibited excellent biocompatibility and show potential applications in controlled drug delivery, 3D cell culture and tissue engineering.
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http://dx.doi.org/10.1039/c9ra10736c | DOI Listing |
ACS Appl Mater Interfaces
January 2025
State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, Shanghai Engineering Research Center of Nano-Biomaterials and Regenerative Medicine, College of Biological Science and Medical Engineering, Donghua University, Shanghai 201620, China.
To simplify the composition and improve the efficacy of metal-phenolic network (MPN)-based nanomedicine, herein, we designed an MPN platform to deliver programmed death ligand-1 (PD-L1) antibody (anti-PD-L1) for combined tumor chemo/chemodynamic/immune therapy. Here, generation 5 poly(amidoamine) dendrimers conjugated with gossypol (Gos) through boronic ester bonds were used as a synthetic polyphenol to coordinate Mn, and then complexed with anti-PD-L1 to obtain the nanocomplexes (for short, DPGMA). The prepared DPGMA exhibited good water dispersibility with a hydrodynamic size of 166.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Osaka University: Osaka Daigaku, Department of Applied Chemistry, JAPAN.
Although numerous transition-metal catalyzed cross-coupling reactions of alkenyl electrophiles with a sulfur(VI) leaving group, mainly alkenyl sulfones, have been developed, most rely heavily on highly nucleophilic Grignard reagents, and the use of organoboron reagents remains challenging. We report herein facile preparation and the following Pd-catalyzed Suzuki-Miyaura cross-coupling reaction of alkenyl sulfoximine, a monoaza analog of sulfone. The condensation of alkyl sulfoximine with aldehydes, developed in this study, makes alkenyl sulfoximines more readily available.
View Article and Find Full Text PDFCarbohydr Polym
March 2025
Department of Orthopedics Trauma and Microsurgery, Zhongnan Hospital, Wuhan University, Wuhan 430000, China; Hubei Clinical Medical Research Center of Trauma and Microsurgery, Wuhan 430000, China. Electronic address:
Functional injectable hydrogel (IH) is promising for infected bone defects (IBDs) repair, but how to endow it with desired antibacterial/immunoregulatory functions as well as avoid mechanical failures during its manipulation has posed as main challenges. Herein, rosmarinic acid (RosA), a natural product with antibacterial/immunoregulatory activities, was utilized to develop a FCR IH through forming phenylboronic acid ester bonds with 4-formylphenyl phenylboronic acid (4-FPBA) grafted chitosan (CS) (FC). After being applied to the IBD site, the FCR IH was then injected with tobramycin (Tob) solution, another alkaline antibacterial drug, to induce in situ crystallization of the FC, endowing the resultant FCRT hydrogel with adaptively enhanced mechanical strength and structural stability.
View Article and Find Full Text PDFPolymers (Basel)
December 2024
Key Laboratory of Special Functional Aggregated Materials of Ministry of Education, Shandong Key Laboratory of Advanced Silicone Materials and Technology, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.
The development of dynamic covalent materials with repairability, reprocessability, and recyclability is crucial for sustainable development. In this work, we report a new strategy to adjust the thermomechanical properties of boronic ester cross-linked poly(β-hydroxyl amine)s through side-group engineering. By tuning the side groups of the poly(β-hydroxyl amine)s, we have developed self-healable, reprocessable, and shape-programmable materials.
View Article and Find Full Text PDFMolecules
December 2024
Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow 119991, Russia.
New derivatives of the -decaborate anion [BH-O(CH)O(CH)C(O)-L-OCH] (An) (: L = Trp; : L = His; : L = Met; : L = Ala(2-oxopyrrolidin-3-yl) (Pld) were synthesized and isolated as tetraphenylphosphonium salts (PhP)An. Anions ; ; , and contain a pendant functional group from the L-tryptophan methyl ester, L-histidine methyl ester, L-methionine methyl ester, or methyl 2-amino-3-(2-oxopyrrolidin-3-yl)propanoate (-Trp-OCH, -His-OCH, -Met-OCH, or -Pld-OCH) residue, respectively, bonded with the boron cluster anion through the oxybis[(ethane-2,1-diyl)oxy] spacer. This pacer is formed as a result of the nucleophilic opening of the attached dioxane molecule in the [BHO(CH)O] starting derivative.
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