Synthesis and characterization of protected oligourethanes as crosslinkers of collagen-based scaffolds

Mendoza-Novelo, Birzabith; Mata‐Mata, José L.; Vega‐González, Arturo; Cauich-Rodríguez, Juan Valerio; Marcos‐Fernández, Ángel

doi:10.1039/c3tb21832e

Cited by 45 publications

(44 citation statements)

References 45 publications

(79 reference statements)

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“…It has been reported that chemically cross-linked collagen using EDC facilitates higher rates of human fibroblasts migration and new tissue formation than physical cross-linking based on dehydrothermal treatment or ultraviolet light [26]. A multitude of different material compositions, comprising a collagen component with increased stability against degradation and thus diverse application areas like bone tissue engineering [27], soft tissue engineering [28] and also decellularized scaffolds [29] were treated with HMDI for chemical cross-linking to increase their stability. Therefore, HMDI was also included as a cross-linker in the present study.…”

Section: Introductionmentioning

confidence: 99%

Enhanced Growth of Lapine Anterior Cruciate Ligament-Derived Fibroblasts on Scaffolds Embroidered from Poly(l-lactide-co-ε-caprolactone) and Polylactic Acid Threads Functionalized by Fluorination and Hexamethylene Diisocyanate Cross-Linked Collagen Foams

Gögele

Hahn

Elschner

et al. 2020

IJMS

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Reconstruction of ruptured anterior cruciate ligaments (ACLs) is limited by the availability and donor site morbidity of autografts. Hence, a tissue engineered graft could present an alternative in the future. This study was undertaken to determine the performance of lapine (L) ACL-derived fibroblasts on embroidered poly(l-lactide-co-ε-caprolactone) (P(LA-CL)) and polylactic acid (PLA) scaffolds in regard to a tissue engineering approach for ACL reconstruction. Surface modifications of P(LA-CL)/PLA by gas-phase fluorination and cross-linking of a collagen foam using either ethylcarbodiimide (EDC) or hexamethylene diisocyanate (HMDI) were tested regarding their influence on cell adhesion, growth and gene expression. The experiments were performed using embroidered P(LA-CL)/PLA scaffolds that were seeded dynamically or statically with LACL-derived fibroblasts. Scaffold cytocompatibility, cell survival, numbers, metabolic activity, ultrastructure and sulfated glycosaminoglycan (sGAG) synthesis were evaluated. Quantitative real-time polymerase chain reaction (QPCR) revealed gene expression of collagen type I (COL1A1), decorin (DCN), tenascin C (TNC), Mohawk (MKX) and tenomodulin (TNMD). All tested scaffolds were highly cytocompatible. A significantly higher cellularity and larger scaffold surface areas colonized by cells were detected in HMDI cross-linked and fluorinated scaffolds compared to those cross-linked with EDC or without any functionalization. By contrast, sGAG synthesis was higher in controls. Despite the fact that the significance level was not reached, gene expressions of ligament extracellular matrix components and differentiation markers were generally higher in fluorinated scaffolds with cross-linked collagen foams. LACL-derived fibroblasts maintained their differentiated phenotype on fluorinated scaffolds supplemented with a HMDI cross-linked collagen foam, making them a promising tool for ACL tissue engineering.

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Section: Introductionmentioning

confidence: 99%

Enhanced Growth of Lapine Anterior Cruciate Ligament-Derived Fibroblasts on Scaffolds Embroidered from Poly(l-lactide-co-ε-caprolactone) and Polylactic Acid Threads Functionalized by Fluorination and Hexamethylene Diisocyanate Cross-Linked Collagen Foams

Gögele

Hahn

Elschner

et al. 2020

IJMS

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“…Therefore, breaking tensile stress can be notably enhanced by grafted poly(IPA) without a decrease in breaking tensile strain. Breaking tensile stress and strain values of the IPA series highly surpass those of the reported PUs [44][45][46] and demonstrate the structural supremacy of lightly crosslinked PU obtained from the grafting steps. Percent shape recovery at 10 C rapidly increases compared with that of L as the IPA monomer content increases and remains above 95% at high IPA monomer content (Table 3).…”

Section: Tensile and Shape Memory Propertiesmentioning

confidence: 83%

Preparation and characterization of hydrophilic temperature‐dependent polyurethane containing the grafted poly(N‐isopropylacrylamide)

Chung

Bae

Choi

et al. 2019

Polymer Engineering & Sci

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The polyurethane (PU) structure is modified with dimethylolpropionic acid (DMPA) and poly(N‐isopropylacrylamide; poly[IPA]) to prepare hydrophilic temperature‐dependent PU that is investigated with reference to the degree of crosslinking, thermal properties of soft segment, tensile and shape memory performance, hydrophilic conversion of surface, and temperature‐dependent water swelling and water vapor permeability (WVP). The thermal properties of soft segment (melting, crystallization, and glass transition) are significantly affected by poly(IPA). Breaking tensile stress also increases with increasing IPA monomer content due to crosslinking effect but breaking tensile strain does not significantly decrease with increasing IPA monomer content. Shape recovery capability at 10°C steeply inclines to over 90% from 46.9% for unmodified PU by the grafting of poly(IPA), whereas shape retention at −25°C does not decrease below 90% with the increase in IPA content. Poly(IPA)‐grafted PU can display temperature‐dependent control of water swelling and WVP due to transformation of the grafted poly(IPA) depending on the surrounding temperature. POLYM. ENG. SCI., 59:1719–1728 2019. © 2019 Society of Plastics Engineers

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“…The most common methods produce excessive crosslinking in the implants of collagen which, although avoids rapid implant reabsorption by the host in the medium term, decreases its biocompatibility exacerbating a foreign body reaction. We presented the alternative management of GO with a pericardial implant with enhanced mechanical and biodegradation resistance by its crosslinking with oligourethane molecules . The use of the oligourethane as crosslinker is an alternative to the traditional crosslinking methods, because it produces a slight crosslinking, consequently, a lower chronic inflammatory process .…”

Section: Discussionmentioning

confidence: 99%

“…a). Previously, the implant was manufactured from bovine pericardium applying methods of decellularization and crosslinking with oligourethane , as well as freeze‐drying and gamma irradiation to sterilize it. The surgical procedure was carried out with the informed consent from the patient's parents.…”

Section: Case Reportmentioning

confidence: 99%

“…Previously, it was reported that crosslinking of decellularized pericardial bioscaffolds with water‐soluble oligourethanes is a feasible method to manufacture implants intended to repair full‐thickness defects in the abdominal wall . Important preserved features in this naturally derived implant such as the undulated bundles of collagen fibers organized in layers with multiple directions as well as the interstitial spaces with milder crosslinking degree were reported .…”

mentioning

confidence: 99%

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Repair of a Giant Omphalocele in an Infant With a Pericardial Implant Crosslinked With Oligourethane

et al. 2018

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The giant omphalocele (GO) represents a challenge for the pediatric surgeon in its management and wall abdominoplasty. Here, we report the outcome of a case in which a GO in a newborn patient was repaired with an implant derived from decellularized bovine pericardium crosslinked with oligourethane. The implantation time was extended for 6 months. This was then followed up by the retrieval of the implant and the subsequent reconstruction in a second surgical time by the closure of the abdominal wall fascia. A short hospital stay, early integration into the patient's family environment, as well as early onset of the oral route without special care of the implant or reconstructed wall nor food restrictions were observed. The reduced presence of the complications described in the literature after application of surgical meshes suggests that this implant can be an effective and safe alternative method in the treatment of abdominal wall defects such as GO.

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Synthesis and characterization of protected oligourethanes as crosslinkers of collagen-based scaffolds

Abstract: This paper describes the preparation and characterization of water-soluble urethane oligomers bearing protected isocyanate groups. It also points out its ability to crosslink decellularized pericardium.

Cited by 45 publications

References 45 publications

Enhanced Growth of Lapine Anterior Cruciate Ligament-Derived Fibroblasts on Scaffolds Embroidered from Poly(l-lactide-co-ε-caprolactone) and Polylactic Acid Threads Functionalized by Fluorination and Hexamethylene Diisocyanate Cross-Linked Collagen Foams

Enhanced Growth of Lapine Anterior Cruciate Ligament-Derived Fibroblasts on Scaffolds Embroidered from Poly(l-lactide-co-ε-caprolactone) and Polylactic Acid Threads Functionalized by Fluorination and Hexamethylene Diisocyanate Cross-Linked Collagen Foams

Preparation and characterization of hydrophilic temperature‐dependent polyurethane containing the grafted poly(N‐isopropylacrylamide)

Repair of a Giant Omphalocele in an Infant With a Pericardial Implant Crosslinked With Oligourethane

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