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CARBOHYDRATE POLYMERS · 2017 · IF 4.811

Enhanced solubility and antioxidant activity of chlorogenic acid-chitosan conjugates due to the conjugation of chitosan with chlorogenic acid

Liyun Rui,Minhao Xie,Bing Hu,Li Zhou,Muhammad Saeeduddin,Xiaoxiong Zeng

Chlorogenic acid-chitosan conjugate was synthesized by introducing of chlorogenic acid onto chitosan with the aid of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide and hydroxybenzotriazole. The data of UV–vis, FT-IR and NMR for chlorogenic acid-chitosan conjugates demonstrated the successful conjugation of chlorogenic acid with chitosan. Compared to chitosan, chlorogenic acid-chitosan conjugates exhibited increased solubility in distilled water, 1% acetic acid solution (v/v) or 50% ethanol solution (v/v) containing 0.5% acetic acid. Moreover, chlorogenic acid-chitosan conjugates showed dramatic enhancements in metal ion chelating activity, total antioxidant capacity, scavenging activities on 2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid) and superoxide radicals, inhibitory effects on lipid peroxidation and β-carotene-linoleic acid bleaching, and protective effect on H 2 O 2 -induced oxidative injury of PC12 cells. Particularly, chlorogenic acid-chitosan conjugate exhibited higher inhibitory effects on lipid peroxidation and β-carotene-linoleic acid bleaching than chlorogenic acid. The results suggested that chlorogenic acid-chitosan conjugates could serve as food supplements to enhance the function of foods in future.

CAS / MDL: 28048-33-1 327-97-9
研究领域: 食品科学 · 化学 · 药学 · 生物技术
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FOOD HYDROCOLLOIDS · 2025 · IF 12.4

Enhancement of rheological properties and oxidative stability of OSA starch oleogels by chitosan-EGCG conjugates: Influence of chitosan viscosity

Wenbo Miao,David Julian McClements,Junqing Han,Hangyan Ji,Zhengyu Jin,Chao Qiu

The rheology and oxidative stability of oleogels are critical factors impacting their application as solid fat substitutes in the food industry. For this reason, the influence of chitosan-EGCG conjugates on the rheology and oxidative stability of OSA-starch (OS) oleogels was examined. Conjugates were prepared from chitosan ingredients with different viscosities (low viscosity: <200 mPa s and high viscosity: >400 mPa s). Chitosan-EGCG conjugates (HCE) prepared from the high viscosity chitosan provided the highest antioxidant activity. Moreover, oleogel containing a high concentration of HCE (OS-HCE 1 ) had the highest viscoelasticity, thixotropic recovery (91.79 %), and oil-holding capacity (90.95 %), mainly attributed to the formation of more stable protective coatings. The oxidative stability analysis showed that HCE was most effective in delaying lipid oxidation of OS oleogels during storage. Finally, the potential of using the optimized oleogels (OS-HCE 1 ) as fat substitutes in bread products was evaluated by partially or fully substituting fat at levels of 0 %, 25 %, 50 %, 75 %, and 100 %. The results indicated that up to 50 % of commercial margarine could be replaced with oleogel in bread formulations without adversely affecting key quality parameters, including color, shape, texture, and sensory acceptability. In conclusion, this study offers an effective approach for improving both the structural and oxidative stability of OSA starch-based oleogels and provides valuable guidance for the formulation of healthier lipid systems in bakery applications.

研究领域: 食品科学 · 胶体与界面化学 · 功能食品 · 脂质科学 · 食品添加剂
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LANGMUIR · 2017 · IF 3.833

In Situ Interfacial Conjugation of Chitosan with Cinnamaldehyde during Homogenization Improves the Formation and Stability of Chitosan-Stabilized Emulsions

Huanle Chen,David Julian McClements,Enmin Chen,Shilin Liu,Bin Li,Yan Li

The emulsifying properties of a natural cationic polysaccharide (chitosan) were improved by in situ conjugation with a natural essential oil (cinnamaldehyde, CA) during homogenization. In the absence of CA, chitosan-coated medium-chain triglyceride droplets were highly susceptible to creaming and coalescence at pH values ranging from 1 to 6.5. However, incorporation of relatively low levels of CA in the oil phase greatly improved the formation and stability of oil-in-water emulsions. These effects were attributed to two main factors: (i) covalent binding of lipophilic CA moieties to hydrophilic chitosan chains leading to conjugates with a good surface activity and (ii) interfacial cross-linking of adsorbed chitosan layers by CA leading to the formation of a rigid polymeric coating around the lipid droplets, which improved their stability against coalescence. The encapsulation technique developed in this study may be useful for applications in a range of commercial products; regulatory and flavor issues associated with chitosan and CA would have to be addressed.

CAS / MDL: 64-19-7 7440-70-2
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Disulfide bond network crosslinked flexible multifunctional chitosan coating on fabric surface prepared by the chitosan grafted with thioctic acid

Xinyue Wang,Laipeng Luo,Chunying Yang,Qiang Wang,Ping Wang,Bo Xu,Yuanyuan Yu

In this study, we propose a novel approach to improve the performance of chitosan coating, and thioctic acid with disulfide bonds in its molecular structure was grafted onto the side groups of chitosan macromolecules. The introduction of disulfide bond network cross-linking structure in chitosan coating weakens hydrogen bonds between chitosan macromolecules, causing the macromolecular chains to be more prone to relative motion when subjected to external forces, ultimately improving flexibility of the coating. The modified chitosan becomes more suitable for antibacterial modification in smart wearable fabrics. Subsequently, we fabricated a smart wearable fabric with excellent antibacterial properties and strong electromagnetic shielding by employing the layer-by-layer spraying technique. This involved incorporating chitosan with disulfide bonds and MXene nanoparticles. The fabric surfaces containing chitosan with disulfide bonds exhibited enhanced flexibility compared to unmodified chitosan fabric, resulting in an 8-point improvement in tactile sensation ratings. This research presents a novel approach that simultaneously enhances the electromagnetic shielding effectiveness and efficient antibacterial properties of smart wearable textiles. Consequently, it advances the application of chitosan in the field of antibacterial finishing for functional textiles.

研究领域: 材料科学 · 纺织工程 · 生物医学工程
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FOOD CHEMISTRY · 2023 · IF 8.8

Microencapsulation of tomato seed oil using phlorotannins-adducted pea protein isolate-chitosan and pea protein isolate-chitosan complex coacervates

Qiufeng Song,Weiliang Guan,Changqing Wei,Wenyu Liu,Luyun Cai

Pea protein isolates (PPI)/phlorotannins (PT)/chitosan (CS) ternary complex and PPI/CS binary complex were synthesized to prepare tomato seed oil (TSO) microcapsules. The concentration of PT was determined to be 0.025% (w/w) based on the solubility, emulsification, and UV–visible spectrum of PPI-PT complex. Subsequently, the optimal pHs associated with the formation of PPI/CS and PPI-PT/CS complex coacervates were determined to be pH 6.6 and 6.1, while the optimal ratios were 9:1 and 6:1, respectively. The coacervate microcapsules were successfully produced by freeze-dried method and those formulated with PPI-PT/CS displayed significantly lower surface oil content (14.57 ± 0.22%), higher encapsulation efficiency (70.54 ± 0.13%), lower particle size (5.97 ± 0.16 μm), and PDI (0.25 ± 0.02) than PPI/CS. The microcapsules were characterized by scanning electron microscopy and Fourier Transform infrared spectroscopy. Furthermore, the encapsulated TSO exhibited enhanced thermal and oxidative stability than that of free oil, along with microcapsules fabricated with PPI-PT/CS ternary complex showed better protection than that of free PT. Overall, PPI-PT/CS complex as an effective wall material in delivery system presented great potential.

CAS / MDL: 9012-76-4
研究领域: 食品科学 · 生物化学
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REACTIVE & FUNCTIONAL POLYMERS · 2016 · IF 2.725

Bioinspired double-positively charged phosphodicholine-chitosan and zwitterionic phosphorylcholine-chitosan conjugates: The associated water structure, biocompatibility and antibacterial action

Zhaoyu Cao,Minming Wu,Yunfei Zhao,Lisha Dai,Rong Zeng,Mei Tu,Jianhao Zhao

Bioinspired double-positively charged phosphodicholine (PdC)-chitosan conjugate was synthesized via Atherton-Todd reaction, which can hydrolyze to zwitterionic phosphorylcholine (PC)-chitosan in basic solutions, confirmed by 1 H and 31 P NMR spectra. Thermal analysis revealed that there existed the freezing bound water due to the introduction of PdC and PC groups for both PdC-chitosan and PC-chitosan, implying that double-positively charged PdC-chitosan may exhibit excellent biocompatibility as zwitterionic PC-chitosan. Cytotoxicity, hemolysis and antibacterial activity evidenced that PdC-chitosan displayed high antibacterial activity against Escherichia coli and Staphylococcus aureus under physiological conditions, and very low cytotoxicity and hemolytic activity, owing to its highly selective lysis of bacterial membranes over mammalian cell membranes mainly resulting from the competition of electrostatic interactions and shielding effect of the restrained water of PdC, while biocompatible PC-chitosan showed no antibacterial activity due to its non-fouling property. The results indicated that biocompatible double-positively charged PdC-containing bioinspired polymers may provide a promising approach for developing safe and effective antibacterial agents .

CAS / MDL: 85-44-9
研究领域: 生物材料学 · 分子生物学 · 药理学
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JOURNAL OF ELECTROANALYTICAL CHEMISTRY · 2019 · IF 3.218

Chitosan and chitosan oligosaccharide: Advanced carbon sources are used for preparation of N-doped carbon-coated Li2ZnTi3O8 anode material

Haoqing Tang,Chi Chen,Tao Liu,Zhiyuan Tang

Novel N-doped carbon coated Li 2 ZnTi 3 O 8 anode active materials are synthesized via one step high temperature calcination solid state reaction method using chitosan and chitosan oligosaccharide as advanced carbon sources. Coating a nano-thickness conductive N-doped carbon layer between particles is beneficial to enhance the electronic transmission speed. Physical characterization results show that all as-prepared samples have a cubic spinel structure with a P4 3 32 space group without any impurities, and the Li 2 ZnTi 3 O 8 with chitosan additive (molecular weight: 5000) has the best dispersity and smallest particle size in all as-prepared electrode materials . The length of organic compound molecular chain has a direct impact on the agglomeration of particles and reversible lithium intercalation capacity. When tested as the anode for lithium ion batteries , the optimal electrode material shows the largest discharge capacities and remarkable long-term cycling stability at a current density of 1.0, 2.0, and 5.0 A g − 1 over 500 cycles, respectively. Combining structural characterization with electrochemical performance, N-doped carbon layer, high degree of particle dispersibility and larger interface contact area are contributed to the enhancement of both electronic and ionic conductivities and of Li 2 ZnTi 3 O 8 .

研究领域: 材料科学 · 能源存储 · 化学工程
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Biomedical Materials · 2019 ·Vol. 14 ·期 2 ·025010 · IF 3.44

Injectable and biocompatible chitosan-alginic acid hydrogels

Yujing You,Yipeng Xie,Zhiqiang Jiang

Injectable and biocompatible polysaccharide hydrogels are ideal scaffolds for drug delivery and tissue engineering. Here, we report a new in situ forming hydrogels by self-crosslinking chitosan and a biocompatible polymeric crosslinker, oxidized alginic acid. The dialdehyde alginic acid was synthesized by the oxidant reaction of alginic acid with sodium periodate. The gel was formed in situ by the Schiff base reactions between their amine groups of chitosan and aldehyde groups of alginic acid. It deformed under stress and kept its shape integrity at the strain of 40%. Sustained cargo release including rhodamine and bovine serum albumin from the hydrogels was obtained. The hydrogels were degraded by chitosanase within 30 d and the pH values of the solution remained neutral. H9c2 cells proliferated the hydrogels and maintained their native state. These results suggested this hydrogel can be promising cell therapy scaffolds for tissue engineering.

研究领域: 生物材料学 · 组织工程学 · 药物递送系统
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2026 · IF 8.7

Chitin nanocrystal-reinforced fluorescent carboxymethyl chitosan eutectogels

Siyuan Liu,Jiajia Yu,Yuchen Chao,Defeng Wu

Carboxymethyl chitosan can promote heteroatom clusterization in eutectogels; • Chitin nanocrystals rigidify network and enhance clustering-triggered emission; • Eutectogels can be used for fruit spoilage detection and information encryption. Using polysaccharide nanocrystals to regulate networks is a promising way to open up more functions and application scenarios for the eutectogels. A chitin nanocrystals (ChNCs)-containing eutectogel was fabricated herein via a ‘two-step’ method for the study. Using carboxymethyl chitosan/poly(vinyl alcohol) as the matrices, the hydrogel networks were constructed via the freeze-thawing treatment and boronic esterification, and then underwent solvent exchange with glycerol/choline chloride. The as-obtained eutectogel has a well-defined structure, in which ChNCs act as a ‘reinforcing bar’ and boronic ester (B-O-C) bonding as a ‘bridge’, collaboratively strengthen the eutectogel networks. The strength (1.75 MPa) and modulus (0.65 MPa) are improved remarkably, enhancing by 38% and 55% than those of the eutectogels free of ChNCs and B-O-C bonds. Moreover, the clustering-triggered emission (CTE) capability of eutectogels is evidently enhanced because ChNCs can rigidify the eutectogel networks with the aid of B-O-C bonding. Therefore, the developed fluorescent eutectogel exhibits a variety of potential applications: encrypting specific information by tuning the heterogeneity of eutectogel patterns, monitoring fruit freshness by capturing the volatile substances released during spoilage, and perceiving strain/thermal alterations as a soft substrate. This work paves a feasible approach of using polysaccharide nanocrystals to construct the eutectogel-based multi-tasking platform.

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Gels · 2026 ·Vol. 12 ·期 2 · IF 5.3

Intrinsically Thermoresponsive Hydrogels from Molecularly Engineered Chitosan

Xiaohan Zha,Chen Wang,Zhuoying Meng,Yiwen Ye,Hui Sun,Chengyu Tan,Ye Tian

Thermoresponsive chitosan hydrogels hold significant promise for advancing biomedical technologies, yet their frequent reliance on petroleum-based polymers raises biosafety and environmental concerns. The present study utilized a molecular functionalization strategy to transform chitosan into thermoresponsive alkylated chitosan (ICS). The ICS was subsequently covalently crosslinked to construct a fully degradable, all-chitosan thermoresponsive hydrogel (TR-ICSgel), showcasing the effective integration of structural design and functionality. By adjusting the ICS concentration, TR-ICSgelswith varying volume phase transition temperatures (VPTTs) were obtained. Above the VPTT, strengthened alkyl chain hydrophobic interactions triggered hydrogel dehydration and pronounced, reversible shrinkage–swelling. The hydrogel maintained a stable swelling response over 20 consecutive temperature-stimulus cycles. Further investigation was conducted on the effects of ionic strength and small-molecule solvents on the thermoresponsive behavior of TR-ICSgel. Soil burial and buffer solution tests demonstrated that the hydrogel underwent almost complete degradation within 27 and 15 days, respectively, and the degradation rate could be regulated by the ICS concentration. The TR-ICSgel’s all-chitosan framework ensured excellent biocompatibility, with cell viability maintained above 95%. This study presents a strategy for developing fully bio-based, degradable smart hydrogels, enhancing biosafety and environmental friendliness. Moreover, these results provide crucial performance data and theoretical support for their practical application.

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2021 · IF 8.128

Multi-functionalized carbon aerogels derived from chitosan

Lu Wang,Qiong Wu,Baozheng Zhao,Zelin Li,Yuehong Zhang,Lang Huang,Shitao Yu

Carbon aerogels are prepared by a thermal treating-freeze drying approach from chitosan, with glycine hydrochloride ionic liquid (IL) acting as solvent and nitrogen source. Different post-treatments such as ball milling and high temperature carbonization are employed to functionalize the obtained carbon aerogels with tuned properties, making it promising candidates as fluorescence material (NACs-Q), electrode material (FDC-800) and catalyst support (NAC Pd -C). NACs-Q is water-soluble quantum dot with average particle sizes of 3.8 nm, presenting excitation-/emission-independent and pH-sensitive properties, which could be used as sensor for testing acetone vapor or an “on-off-on” sensor for detections of Fe 3+ and vitamin C in fruits. FDC-800 exhibits fluffy lamellar structure with developed micro-mesopores and nitrogen-containing groups on their surfaces, which is beneficial for building flexible solid-state supercapacitor with excellent performance, delivering a capacitance of 208F/g at 0.5 A/g, and achieving an energy density of 7.2 W h/kg at a power density of 50 W/kg. Moreover, NAC Pd -C can be used as catalyst for phenol hydrogenation, and phenol conversion of 100% with cyclohexanone selectivity of 98.3% is achieved, due to the synergetic effects of the Pd active-site, the N -containing groups, and the Lewis acid sites on the support.

研究领域: 材料科学 · 化学工程 · 纳米技术 · 环境科学 · 分析化学 · 催化
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Acta Biomaterialia · 2021 · IF 8.947

Chitosan-based multifunctional flexible hemostatic bio-hydrogel

Fuyu Song,Yue Kong,Changyou Shao,Yi Cheng,Jie Lu,Yehan Tao,Jian Du,Haisong Wang

Realizing the potential application of chitosan as an effective biomedical hemostatic agent has become an emerging research hotspot. However, fabricating a flexible chitosan-based hemostatic bio-hydrogel with self-adhesion feature in humid conditions and rapid hemostasis capability remains a challenge. Herein, we reported the development of chitosan-based hydrogels (DCS-PEGSH gels) with typical multilevel pore structures , which were cross-linked by 3-(3,4-dihydroxyphenyl) propionic acid-modified chitosan (DCS) and sebacic acid-terminated polyethylene glycol modified by p-hydroxybenzaldehyde (PEGSH). By precisely regulating the proportion of PEGSH, the fabricated bio-hydrogels displayed favorable cytocompatibility, suitable stretchability (∼780%), and blood absorbability (1300% ± 50%). Moreover, the strong adhesion (∼68.5 kPa) of the assembled bio-hydrogel ensured its firm adherence on pigskin and on bleeding wound in both static and dynamic humid environments without shedding, thus providing a long service life. The fabricated hydrogels exhibited shorter blood clotting time (50 s) and lower blood clotting index (BCI, 41) than the commercial chitosan sponge (288 s, BCI 65). Notably, the amount of blood loss from the liver in mice was reduced by almost 90% as compared to that for the control group. This study paves a solid way for developing a chitosan-based hydrogel with self-adhesive, self-healing, stretchability, biocompatibility, and antibacterial and antioxidant properties through molecular design and structural regulation, which will enable the biomedical application of chitosan in emergency hemostasis, particularly in joints and extremities. Statement of significance The design and preparation of multifunctional integrated green adhesive bio-hydrogels while avoiding the use of organic solvents and toxic chemical reagents has been an emerging challenge. Herein, a flexible chitosan-based hemostatic bio-hydrogel that integrates multifunctional properties was successfully synthesized. The bio-hydrogel displayed suitable stretchability (780%) and blood absorbability (1300% ± 50%). Moreover, the strong adhesion (68.5 kPa) ensured firm adherence of the assembled hydrogel on pigskin and on the bleeding wound site in both static and dynamic humid environments without shedding, thus providing a long service life. In addition, the designed hydrogel showed good compatibility and antibacterial performance. The dynamic Schiff base endowed the bio-hydrogel with excellent self-healing performance without any external stimuli.

研究领域: 生物医学工程 · 材料科学 · 组织工程 · 止血
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