Genipin-cross-linked poly(l-lysine)-based hydrogels: Synthesis, characterization, and drug encapsulation

Wang, Steven S.‐S.; Hsieh, Ping Lun; Chen, Pei Shan; Chen, Yu Tien; Jan, Jeng‐Shiung

doi:10.1016/j.colsurfb.2013.06.028

Cited by 36 publications

(11 citation statements)

References 67 publications

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“…They identified molecular weight and charge density as the main factors influencing the interaction of the polycations with the cell membrane. Hydrogels of PLL and its copolymers have lower cytotoxicity than the free polymers, most likely due to the decrease in charge density [ 27 , 62 ]. The charge density is reported as being dependent on the number of cations, as well as the three-dimensional structure and flexibility of the macromolecules.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of Composition Effects on the Physicochemical and Biological Properties of Polypeptide-Based Hydrogels for Potential Application in Wound Healing

et al. 2021

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In this study, the effect of crosslinking and concentration on the properties of a new library of low-concentration poly(Lys60-ran-Ala40)-based hydrogels for potential application in wound healing was investigated in order to correlate the hydrogel composition with the desired physicochemical and biofunctional properties to expand the assortment of poly-l-lysine (PLL)-based hydrogels suitable for wound healing. Controlled ring-opening polymerization (ROP) and precise hydrogel compositions were used to customize the physicochemical and biofunctional properties of a library of new hydrogels comprising poly(l-lysine-ran-l-alanine) and four-arm poly(ethylene glycol) (P(KA)/4-PEG). The chemical composition and degree of crosslinking via free amine quantification were analyzed for the P(KA)/4-PEG hydrogels. In addition, the rheological properties, pore morphology, swelling behavior and degradation time were characterized. Subsequently, in vitro cell studies for evaluation of the cytotoxicity and cell adhesion were performed. The 4 wt% 1:1 functional molar ratio hydrogel with P(KA) concentrations as low as 0.65 wt% demonstrated low cytotoxicity and desirable cell adhesion towards fibroblasts and thus displayed a desirable combination of properties for wound healing application.

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Section: Resultsmentioning

confidence: 99%

Evaluation of Composition Effects on the Physicochemical and Biological Properties of Polypeptide-Based Hydrogels for Potential Application in Wound Healing

et al. 2021

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“…Genipin has been utilized to prepare microspheres and hydrogels. [21][22][23][24][25] Our group also demonstrated that genipin-crosslinked polypeptide vesicles can be prepared for protein and drug encapsulation. 18,26 As shown in Fig.…”

Section: Preparation and Characterization Of Shell Cross-linked Pic M...mentioning

confidence: 95%

Shell and core cross-linked poly(l-lysine)/poly(acrylic acid) complex micelles

2014

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We report the versatility of polyion complex (PIC) micelles for the preparation of shell and core cross-linked (SCL and CCL) micelles with their surface properties determined by the constituent polymer composition and cross-linking agent. The negatively and positively charged PIC micelles with their molecular structure and properties depending on the mixing weight percentage and polymer molecular weight were first prepared by mixing the negatively and positively charged polyions, poly(acrylic acid) (PAA) and poly(L-lysine) (PLL). The feasibility of preparing SCL micelles was demonstrated by cross-linking the shell of the negatively and positively charged micelles using cystamine and genipin, respectively. The core of the micelles can be cross-linked by silica deposition to stabilize the assemblies. The shell and/or core cross-linked micelles exhibited excellent colloid stability upon changing solution pH. The drug release from the drug-loaded SCL micelles revealed that the controllable permeability of the SCL micelles can be achieved by tuning the cross-linking degree and the SCL micelles exhibited noticeable pH-responsive behavior with accelerated release under acidic conditions. With the versatility of cross-linking strategies, it is possible to prepare a variety of SCL and CCL micelles from PIC micelles.

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“…Chitosan is considered as a valuable natural biocompatible polymer because it is nontoxic, biodegradable, mucoadhesive, antimicrobial, easily bioabsorbable, and it also possesses gel‐forming ability at low pH . All the aforementioned properties make chitosan an ideal element for several biomedical purposes, e.g., formulation of drug delivery devices, gene therapy, gene delivery, for sutures and wound healing materials, skin culture, vascular grafting, vaccine delivery, tissue regeneration, and making contact lenses . Besides pharmaceutical application, chitosan has been used in pollution control to remove toxic metals and dyes, in photography to improve quality of film, in cosmetics due to fungicidal and fungistatic properties, and as a food and nutrition supplement …”

Section: Introductionmentioning

confidence: 99%

Genipin‐cross‐linked chitosan‐based hydrogels: Reaction kinetics and structure‐related characteristics

Dimida

Demitri

Benedictis

et al. 2015

J of Applied Polymer Sci

109

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The main aim of this work is the synthesis and characterization of cross-linked chitosan systems. Chitosan hydrogels can be prepared by physical or chemical cross-linking of polymer chains. Chemical cross-linking, leading to the creation of hydrogel networks possessing improved mechanical properties and chemical stability, can be achieved using either synthetic agents or naturalbased agents. In this work, the cross-linker Genipin, a naturally derived compound, was selected because of the lower acute toxicity compared to many other commonly used synthetic cross-linking reagents. In particular, the chemical stabilization of chitosan through genipin cross-linking molecules was performed and characterized by calorimetric analyses (differential scanning calorimetry), swelling measurements in different pHs, and ionic strength. The reaction kinetics was carried out by means of rheological measurements, and both the activation energy (E a ) and the reaction order (m) were calculated. The hydrogel analyses were carried out at different concentrations of genipin (GN1 and GN2). The results were used to evaluate the possibility to use the chemical cross-linked chitosangenipin hydrogel for biomedical applications.

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Genipin-cross-linked poly(l-lysine)-based hydrogels: Synthesis, characterization, and drug encapsulation

Cited by 36 publications

References 67 publications

Evaluation of Composition Effects on the Physicochemical and Biological Properties of Polypeptide-Based Hydrogels for Potential Application in Wound Healing

Evaluation of Composition Effects on the Physicochemical and Biological Properties of Polypeptide-Based Hydrogels for Potential Application in Wound Healing

Shell and core cross-linked poly(l-lysine)/poly(acrylic acid) complex micelles

Genipin‐cross‐linked chitosan‐based hydrogels: Reaction kinetics and structure‐related characteristics

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