The Performance of Crosslinking with Divinyl Sulfone as Controlled by the Interplay Between the Chemical Modification and Conformation of Hyaluronic Acid

Shimojo, Andréa Arruda Martins; Pires, Aline Mara Barbosa; Lichy, Rafael; Santana, Maria Helena Andrade

doi:10.5935/0103-5053.20150003

Cited by 19 publications

(21 citation statements)

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“…ι-carrageenan is a highly sulfated polysaccharide that forms ionic crosslinks upon the addition of monovalent as well as divalent cations ( 24 ). Hyaluronan hydrogels were either crosslinked enzymatically by activated factor XIII ( 25 ) or chemically by divinyl sulfone ( 26 ). Finally, collagen, a material prevalent in tissue engineering because of its abundance in the extracellular matrix of many tissues was crosslinked with carbodiimide chemistry ( 27 ).…”

Section: Resultsmentioning

confidence: 99%

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3D Bioprinting of Architected Hydrogels from Entangled Microstrands

Kessel¹,

Lee²,

Bonato³

et al. 2019

Preprint

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31Hydrogels are an excellent biomimetic of the extracellular matrix and have found great 32 use in tissue engineering. Nanoporous monolithic hydrogels have limited mass transport, 33 restricting diffusion of key biomolecules. Structured microbead-hydrogels overcome some 34 of these limitations, but suffer from lack of controlled anisotropy. Here we introduce a 35 novel method for producing architected hydrogels based on entanglement of microstrands. 36 The microstrands are mouldable and form a porous structure which is stable in water. 37 Entangled microstrands are useable as bioinks for 3D bioprinting, where they align during 38 the extrusion process. Cells co-printed with the microstrands show excellent viability and 39 augmented matrix deposition resulting in a modulus increase from 2.7 kPa to 780.2 kPa 40 after 6 weeks of culture. Entangled microstands are a new class of bioinks with 41 unprecedented advantages in terms of scalability, material versatility, mass transport, 42 showing foremost outstanding properties as a bioink for 3D printed tissue grafts. 43 44 45 46 47 48 49 50 129 130 131 Results 132 133 Entangled Microstrand Materials are Mouldable, Stable in Water and Macroporous 134 135Here we report on a robust and versatile method for preparing 'entangled' microstrands. 136 Bulk hyaluronan-methacrylate (HA-MA) hydrogels were mechanically pressed through a 137

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Section: Resultsmentioning

confidence: 99%

“…These hydrogels are also clinically-relevant as hyaluronan is widely used as injectable dermal fillers and as viscosupplements for joint pain. Some of these medical products are crosslinked with DVS, similar to the way it was done in this study ( 26 ).…”

Section: Discussionmentioning

confidence: 99%

3D Bioprinting of Architected Hydrogels from Entangled Microstrands

Kessel¹,

Lee²,

Bonato³

et al. 2019

Preprint

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“…In the literature studies, the chemical reaction between HA and DVS is performed at high pH values (0.2 M NaOH, 0.1 M NaCl, pH > 13)596061. In our microfluidic system, a study on the reagents was conducted to create, at the nozzle section, sulfonyl bis-ethyl linkages between the hydroxyl groups of the polymer chains forming nanoparticles (Fig.…”

Section: Methodsmentioning

confidence: 99%

A Microfluidic Platform to design crosslinked Hyaluronic Acid Nanoparticles (cHANPs) for enhanced MRI

Russo

Bevilacqua

Netti

et al. 2016

Sci Rep

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Recent advancements in imaging diagnostics have focused on the use of nanostructures that entrap Magnetic Resonance Imaging (MRI) Contrast Agents (CAs), without the need to chemically modify the clinically approved compounds. Nevertheless, the exploitation of microfluidic platforms for their controlled and continuous production is still missing. Here, a microfluidic platform is used to synthesize crosslinked Hyaluronic Acid NanoParticles (cHANPs) in which a clinically relevant MRI-CAs, gadolinium diethylenetriamine penta-acetic acid (Gd-DTPA), is entrapped. This microfluidic process facilitates a high degree of control over particle synthesis, enabling the production of monodisperse particles as small as 35 nm. Furthermore, the interference of Gd-DTPA during polymer precipitation is overcome by finely tuning process parameters and leveraging the use of hydrophilic-lipophilic balance (HLB) of surfactants and pH conditions. For both production strategies proposed to design Gd-loaded cHANPs, a boosting of the relaxation rate T1 is observed since a T1 of 1562 is achieved with a 10 μM of Gd-loaded cHANPs while a similar value is reached with 100 μM of the relevant clinical Gd-DTPA in solution. The advanced microfluidic platform to synthesize intravascularly-injectable and completely biocompatible hydrogel nanoparticles entrapping clinically approved CAs enables the implementation of straightforward and scalable strategies in diagnostics and therapy applications.

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“…AHko ohiko gurutzamendu-erreakzioak DVS [38,39] eta BDDE gurutzatzaileak erabiliz gertatzen dira (5. irudia, A eta B). Bi agente gurutzatzaile horiek erabiliz, erasoa alkohol taldeetan gertatzen da, eta horregatik, erreakzioak inguru basikoan gauzatzen dira, alkoxi erradikala eratzeko.…”

Section: Sintesi Metodoaunclassified

Azido hialuroniko nanogelak

Fernández¹,

Álvarez

2017

EKAIA

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Laburpena: Azido hialuronikoa (AH) izaki bizidun guztien zelulaz kanpoko matrizean (ECM) aurkitzen den polisakarido lineala da. Naturan dauden polimeroen artean aplikazio gehien dituena da. Biobateragarria, ez-zitotoxikoa eta biodegradagarria den makromolekula honek eskala nanometrikoan sintetizatzen denean, ezaugarri ezin hobeak aurkezten dituzten nanogelak garatzeko aukera paregabea eskaintzen du. Lan honetan azido hialuronikoaren eta bere nanogelen sintesi-metodoak, ezaugarriak eta erabilerak laburki deskribatuko dira, nanogel hauen potentziala biomedikuntzaren arloan jakinarazteko asmotan.Hitz gakoak: Azido hialuronikoa, hidrogel, nanogel, mikroemultsio. Abstract: Hyaluronic acid (AH) is a linear polysaccharide found in the extracellular matrix of all living organisms (ECM). Among all the polymers found in nature AH is the biopolymer which presents the largest number of applications. When this macromolecule that is biocompatible, non-cytotoxic and biodegradable is synthesized on the nanometric scale, it offers the fascinating possibility of developing nanogels with excellent properties. In this paper we will briefly describe hyaluronic acid and its nanogels, their synthesis methods, properties and applications, with the intention of making known their potential applications in the field of biomedicine.

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The Performance of Crosslinking with Divinyl Sulfone as Controlled by the Interplay Between the Chemical Modification and Conformation of Hyaluronic Acid

Cited by 19 publications

References 0 publications

3D Bioprinting of Architected Hydrogels from Entangled Microstrands

3D Bioprinting of Architected Hydrogels from Entangled Microstrands

A Microfluidic Platform to design crosslinked Hyaluronic Acid Nanoparticles (cHANPs) for enhanced MRI

Azido hialuroniko nanogelak

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