Characterization of the chemical degradation of hyaluronic acid during chemical gelation in the presence of different cross-linker agents

Maleki, Atoosa; Kjøniksen, Anna–Lena; Nyström, Bo

doi:10.1016/j.carres.2007.08.021

Cited by 53 publications

(27 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, it has been used in reactions where the main goal was to improve the mechanical properties of hyaluronic acid [14]. In these assays, the sample is subjected to an oscillatory deformation with show that the elastic modulus of some hydrogels corresponds to a potential functionality of the form presented in equation 1 [16] and not to the linear dependence predicted by elasticity theory of rubber materials [17][18]:…”

Section: Accepted Manuscriptmentioning

confidence: 99%

Analytical and rheological studies of modified gel dosimeters exposed to X-ray beams

Romero

Mattea

Vedelago

et al. 2016

Microchemical Journal

View full text Add to dashboard Cite

The need to know the dose of X-rays to be applied to patients suffering diseases such as cancer requires accurate and stable dosimetric devices. Currently, the use of gelatin-based dosimeters has yielded excellent results but lack adequate thermal stability. In this paper a chemical modification of the gelatin (at concentrations typically used for the preparation of dosimeters) using glutaraldehyde as a cross-linking agent is proposed. Through rheological studies it was found that modified gelatin with glutaraldehyde concentrations between 0.15 and 0.50 % w / v show better thermal stability with an increase in elastic modulus of up to 100 times at 37°C and convenient reaction times for the preparation of the dosimeters. Subsequently, a mathematical model to easily predict the elastic modulus of materials prepared with different concentrations of gelatin and glutaraldehyde was proposed. The analytical response of modified and unmodified materials was evaluated and no significant alteration of the dosimetric sensitivity was found in the dosimeters (based on itaconic acid and N, N'-methylenebisacrylamide) when an X-ray irradiation dose from 0 to 300 Gy was applied. It was found that the best thermal A C C E P T E D M A N U S C R I P T ACCEPTED MANUSCRIPT2 stability of dosimeters prepared with modified gelatin would decrease the loss of information between the irradiation process and the absorbance reading, thereby improving the stability and linear correlation of data.Overall, the results indicated that the dosimeters could be modified as proposed and achieve significant improvements regarding to their thermal stability, without changing significantly the usual preparation process.

show abstract

Section: Accepted Manuscriptmentioning

confidence: 99%

Analytical and rheological studies of modified gel dosimeters exposed to X-ray beams

Romero

Mattea

Vedelago

et al. 2016

Microchemical Journal

View full text Add to dashboard Cite

show abstract

“…Since it is hydrophilic, several reactions are performed in aqueous media [145][146][147]: however, they are pH-dependent and, therefore, require acidic or alkaline conditions, which, if too strong, can determine HA degradation [75,145]. Other synthetic methods, involving the use of reagents sensitive to hydrolysis, are performed in anhydrous organic solvents such as dimethylsulfoxide (DMSO) [146] or dimethylformamide (DMF) [148].…”

Section: Preprints (Wwwpreprintsorg) | Not Peer-reviewed |mentioning

confidence: 99%

“…However, some of these present important drawbacks: for example, Ugi condensation -useful to crosslink HA chains through diamide linkages-requires a strongly acidic pH (3), the use formaldehyde, which is carcinogenic, and cyclohexyl isocyanide, which determines a pending undesired cyclohexyl group in the final product [145,160]. HA amidation with 1,1'-carbonyldiimidazole [171] or 2-chloro-1-methylpyridinium iodide [148] as activating agents are performed in DMSO and DMF respectively: hence, HA conversion into TBA salt and longer purification steps are needed.…”

Section: Modification Of Ha Carboxyl Groupsmentioning

confidence: 99%

Hyaluronic Acid in the 3<sup>rd</sup> Millennium

Fallacara¹,

Baldini²,

Manfredini³

et al. 2018

Preprint

View full text Add to dashboard Cite

Since its first isolation in 1934, hyaluronic acid (HA) has been studied across a variety of research areas. This unbranched glycosaminoglycan consisting of repeating disaccharide units of N-acetyl-D-glucosamine and D-glucuronic acid is almost ubiquitary in humans and in other vertebrates. HA is involved in many key processes -including cell signaling, wound reparation, tissue regeneration, morphogenesis, matrix organization and pathobiology-, and has unique physico-chemical properties -such as biocompatibility, biodegradability, mucoadhesivity, hygroscopicity and viscoelasticity. For these reasons, exogenous HA has been investigated as drug delivery system and treatment in cancer, ophthalmology, arthrology, pneumology, rhinology, urology, aesthetic medicine and cosmetic. To improve and customize its properties and applications, HA can be subjected to chemical modifications: conjugation and crosslinking. The present review gives an overview regarding HA, describing its history, physico-chemical, structural and hydrodynamic properties, and biology -occurrence, biosynthesis (by hyaluronan synthases), degradation (by hyaluronidases and oxidative stress), roles, mechanisms of action and receptors. Furthermore, both conventional and recently emerging methods developed for the industrial production of HA and its chemical derivatization are presented. Finally, the medical, pharmaceutical and cosmetic applications of HA and its derivatives are reviewed, reporting examples of HA-based products which currently are on the market or are undergoing further investigations.

show abstract

“…The most common structural changes in HA derive from crosslinkings performed under either acidic, neutral or alkaline conditions [38]. HA autocrosslinking occurs in the absence of potentially toxic crosslinkers and produces hydrogels through quite simple reactions.…”

Section: Reviewmentioning

confidence: 99%

Hyaluronan and cardiac regeneration

et al. 2014

View full text Add to dashboard Cite

Hyaluronan (HA) is abundantly expressed in several human tissues and a variety of roles for HA has been highlighted. Particularly relevant for tissue repair, HA is actively produced during tissue injury, as widely evidenced in wound healing investigations. In the heart HA is involved in physiological functions, such as cardiac development during embryogenesis, and in pathological conditions including atherosclerosis and myocardial infarction. Moreover, owing to its relevant biological properties, HA has been widely used as a biomaterial for heart regeneration after a myocardial infarction. Indeed, HA and its derivatives are biodegradable and biocompatible, promote faster healing of injured tissues, and support cells in relevant processes including survival, proliferation, and differentiation. Injectable HA-based therapies for cardiovascular disease are gaining growing attention because of the benefits obtained in preclinical models of myocardial infarction. HA-based hydrogels, especially as a vehicle for stem cells, have been demonstrated to improve the process of cardiac repair by stimulating angiogenesis, reducing inflammation, and supporting local and grafted cells in their reparative functions. Solid-state HA-based scaffolds have been also investigated to produce constructs hosting mesenchymal stem cells or endothelial progenitor cells to be transplanted onto the infarcted surface of the heart. Finally, applying an ex-vivo mechanical stretching, stem cells grown in HA-based 3D scaffolds can further increase extracellular matrix production and proneness to differentiate into muscle phenotypes, thus suggesting a potential strategy to create a suitable engineered myocardial tissue for cardiac regeneration.Electronic supplementary materialThe online version of this article (doi:10.1186/s12929-014-0100-4) contains supplementary material, which is available to authorized users.

show abstract

Characterization of the chemical degradation of hyaluronic acid during chemical gelation in the presence of different cross-linker agents

Cited by 53 publications

References 53 publications

Analytical and rheological studies of modified gel dosimeters exposed to X-ray beams

Analytical and rheological studies of modified gel dosimeters exposed to X-ray beams

Hyaluronic Acid in the 3<sup>rd</sup> Millennium

Hyaluronan and cardiac regeneration

Contact Info

Product

Resources

About