New unsaturated derivatives of Xanthan gum: Synthesis and characterization

Hamcerencu, Mihaela; Desbrières, Jacques; Popa, Marcel; Khoukh, Abdel; Riess, Gérard

doi:10.1016/j.polymer.2007.01.048

Cited by 99 publications

(52 citation statements)

References 33 publications

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“…The cross-link density could be investigated using 1 H HR-NMR 88 . By grafting molecules onto insoluble supports, sufficient rotational mobility can be achieved by swelling the support in a suitable solvent, providing a high-resolution characterization tool for macromonomers 89 , and hydrogel synthesis 90 . This technique was utilized to determine the degree of cross-linking for HA hydrogels cross-linked via CuAAC 31 .…”

Section: Determination Of Cross-link Densitymentioning

confidence: 99%

Diels−Alder Click Cross-Linked Hyaluronic Acid Hydrogels for Tissue Engineering

2011

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Hyaluronic acid (HA) is a naturally occurring polymer that holds considerable promise for tissue engineering applications. Current cross-linking chemistries often require a coupling agent, catalyst, or photoinitiator, which may be cytotoxic, or involve a multistep synthesis of functionalized-HA, increasing the complexity of the system. With the goal of designing a simpler one-step , aqueous-based cross-linking system, we synthesized HA hydrogels via Diels-Alder "click" chemistry. Furan-modified HA derivates were synthesized and cross-linked via dimaleimide poly(ethylene glycol). By controlling the furan to maleimide molar ratio, both the mechanical and degradation properties of the resulting Diels-Alder cross-linked hydrogels can be tuned. Rheological and degradation studies demonstrate that the Diels-Alder click reaction is a suitable cross-linking method for HA. These HA cross-linked hydrogels were shown to be cytocompatible and may represent a promising material for soft tissue engineering.iii

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Section: Determination Of Cross-link Densitymentioning

confidence: 99%

Diels−Alder Click Cross-Linked Hyaluronic Acid Hydrogels for Tissue Engineering

2011

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“…[17] Due to the generally hydrophilic character of polysaccharides, a great deal of investigation has focused on routes to functionalize these materials by using different organic components under heterogeneous conditions. [21][22][23][24][25][26][27] In this context, our interest was focused on two works reporting the vinyl functionalization of chondroitin sulfate with methacryloyl precursors, [21,22] as this material has a chemical composition similar to our Ulvan sample. Indeed both described procedures were repeated on our Ulvan sample using methacrylic anhydride (MA) [22] or glycidyl methacrylate (GMA) [21] according to the experimental conditions illustrated in Scheme 1.…”

Section: Functionalization and Characterization Of Ulvan Conjugatesmentioning

confidence: 99%

Ulvan as a New Type of Biomaterial from Renewable Resources: Functionalization and Hydrogel Preparation

Morelli

Chiellini

2010

Macro Chemistry & Physics

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Ulvan, a sulfated cell‐wall polysaccharide extracted from green seaweeds, is functionalized by grafting methacryloyl moieties as a radical polymerizable group and photopolymerized under UV irradiation in order to attain biodegradable hydrogels. The functionalization reaction is carried out by using methacrylic anhydride or glycidyl methacrylate according to two basic procedures applied to polysaccharides. The functionalization of Ulvan is determined by FT‐IR and 1H NMR spectroscopy and confirmed by DSC analysis. Hydrogels were characterized by FT‐IR and by 1H NMR spectroscopies and their swelling behaviour assessed in terms of degree of swelling using PBS 1 × pH 7.4 as a medium in order to check their stability under physiological conditions.

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“…Maleate Xanthan (MA-X) (with a degree of substitution, DS of 10.8%), maleate Gellan (MA-G) (DS of 15.4%) and b-cyclodextrin acrylate (A-CD) (with a DS ffi 3) were synthesized and characterized according to our previous published procedures. [13,14,31] N-isopropylacrylamide (NIPAm), N,N'-methylene bisacrylamide (BIS), N,N,N',N'-tetramethylethylenenediamine (TEMED), were purchased from Sigma-Aldrich and used as received. Ammonium persulphate (APS) was obtained from Merck.…”

Section: Experimental Part Materialsmentioning

confidence: 99%

“…In view of these aspects, the polysaccharides, as reported in the recent review article of Prabaharan and Mano [9] present an attractive and important alternative due to their biocompatibility, biodegradability, hydrophilicity, biomimetic physicochemical properties, and capacity to be chemically modified through graft functionalization [10][11][12] and hydrophobisation. [13][14][15] Among the polysaccharides used for this goal, an important place is occupied by Xanthan and Gellan, because they are forming both physical and chemical gels, the latter ones by several methods. [16][17][18] A tremendous amount of research is devoted to the preparation of novel pH and thermosensitive hydrogels for biomaterials and physiological applications.…”

Section: Introductionmentioning

confidence: 99%

Thermosensitive Microparticles Based on Unsaturated Esters of some Poly‐ and Oligosaccharides: Preparation, Characterization, Drug Inclusion and Release

Hamcerencu

Popa

Desbrières

et al. 2010

Macromolecular Symposia

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Summary: The paper concerns the preparation and characterization of hydrogel microparticles based on exopolysaccharide (Gellan, Xanthan) unsaturated derivatives and respectively on cyclodextrin as well as their application for some hydrosoluble and liposoluble drugs inclusion. In the first step the polysaccharide and cyclodextrin unsaturated esters (maleate, acrylate) were synthesized and their hydrogel forming capacity was tested using a grafting-crosslinking free-radical reaction with N-isopropyl acrylamide (NIPAm), at room temperature. For a better control of the crosslinking degree N,N' methylene-bis-acrylamide (BIS), replaced by cyclodextrin triacrylate (A-CD) in a few experiments, was used. The microparticles were obtained by using the method in w/o emulsion, in which the dispersed aqueous phase is the reaction mixture and the oil phase is hexane. The particles containing polysaccharide esters showed an average diameter around 100 mm when crosslinking was achieved with BIS. They were smaller than those crosslinked with A-CD, which are in the range of 200-300 mm; the particles based on Xanthan maleate were smaller than Gellan maleate based ones. Even much smaller particles (2-2.5 mm in diameter) were obtained by starting from A-CD grafted-crosslinked systems. The synthesized microparticles are able to include chloramphenicol, as well as progesterone; the drug is slowly released according to diffusion controlled kinetics. The application of these microparticles in emergency ophthalmic treatments is possible as a result of their thermal sensitivity; they can collapse and release the drug instantly when placed in contact with the human eye, at 37 8C.

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New unsaturated derivatives of Xanthan gum: Synthesis and characterization

Cited by 99 publications

References 33 publications

Diels−Alder Click Cross-Linked Hyaluronic Acid Hydrogels for Tissue Engineering

Diels−Alder Click Cross-Linked Hyaluronic Acid Hydrogels for Tissue Engineering

Ulvan as a New Type of Biomaterial from Renewable Resources: Functionalization and Hydrogel Preparation

Thermosensitive Microparticles Based on Unsaturated Esters of some Poly‐ and Oligosaccharides: Preparation, Characterization, Drug Inclusion and Release

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