Diels–Alder crosslinked HA/PEG hydrogels with high elasticity and fatigue resistance for cell encapsulation and articular cartilage tissue repair

Yu, Feng; Cao, Xiaodong; Li, Yuli; Zeng, Lei; Zhu, Jiehua; Wang, Gang; Chen, Xiaofeng

doi:10.1039/c4py00473f

Cited by 85 publications

(68 citation statements)

References 52 publications

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“…The gelation kinetics of many bio-orthogonal chemistries are not conducive to cell encapsulation. For instance, Diels–Alder reactions between furan and maleimide moieties result in gelation times ranging from tens to hundreds of minutes, [13,15,16] which is too slow to achieve homogeneous cell dispersion within the gel and can result in decreased cell viability. [15] On the other hand, the reaction between tetrazines and trans -cyclooctenes proceeds too rapidly to achieve uniform gelation and cell encapsulation by simple mixing.…”

Section: Introductionmentioning

confidence: 99%

“…For instance, Diels–Alder reactions between furan and maleimide moieties result in gelation times ranging from tens to hundreds of minutes, [13,15,16] which is too slow to achieve homogeneous cell dispersion within the gel and can result in decreased cell viability. [15] On the other hand, the reaction between tetrazines and trans -cyclooctenes proceeds too rapidly to achieve uniform gelation and cell encapsulation by simple mixing. [19] Synthetic polymers, such as PEG, are bio-inert and must be further functionalized to permit biological functions such as cell adhesion [20] and proteolytic degradation.…”

Section: Introductionmentioning

confidence: 99%

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Bio‐Orthogonally Crosslinked, Engineered Protein Hydrogels with Tunable Mechanics and Biochemistry for Cell Encapsulation

Madl

Katz

Heilshorn

2016

Adv Funct Materials

138

135

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Covalently-crosslinked hydrogels are commonly used as 3D matrices for cell culture and transplantation. However, the crosslinking chemistries used to prepare these gels generally cross-react with functional groups present on the cell surface, potentially leading to cytotoxicity and other undesired effects. Bio-orthogonal chemistries have been developed that do not react with biologically relevant functional groups, thereby preventing these undesirable side reactions. However, previously developed biomaterials using these chemistries still possess less than ideal properties for cell encapsulation, such as slow gelation kinetics and limited tuning of matrix mechanics and biochemistry. Here, engineered elastin-like proteins (ELPs) are developed that cross-link via strain-promoted azide-alkyne cycloaddition (SPAAC) or Staudinger ligation. The SPAAC-crosslinked materials form gels within seconds and complete gelation within minutes. These hydrogels support the encapsulation and phenotypic maintenance of human mesenchymal stem cells, human umbilical vein endothelial cells, and murine neural progenitor cells. SPAAC-ELP gels exhibit independent tuning of stiffness and cell adhesion, with significantly improved cell viability and spreading observed in materials containing a fibronectin-derived arginine-glycine-aspartic acid (RGD) domain. The crosslinking chemistry used permits further material functionalization, even in the presence of cells and serum. These hydrogels are anticipated to be useful in a wide range of applications, including therapeutic cell delivery and bioprinting.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Bio‐Orthogonally Crosslinked, Engineered Protein Hydrogels with Tunable Mechanics and Biochemistry for Cell Encapsulation

Madl

Katz

Heilshorn

2016

Adv Funct Materials

138

135

View full text Add to dashboard Cite

show abstract

“…Hydrogels are desirable biomaterials for tissue engineering because of high water content, good mechanical property, promising biocompatibility and high permeability to oxygen, nutrients and other water-soluble metabolites [26,27]. For obtaining appropriate mechanical properties and stable metabolic characterizations, a variety of chemical crosslinking methods and crosslinking agents have been developed to produce amphiphilic and gel-like HA materials by forming covalent networks [1], such as photo polymerization [28], Michael-type addition reaction [29], Schiff-base reaction [30], thiolene reaction [31], oxidizing reaction of tyramine [32,33] and other reactive groups [34,35]. Although these methods could effectively prepare HA derivatives hydrogels for application in biomedicine field, it still remained some problems for researchers to dissolve, such as the exogenous cytotoxicity derived from the additive initiator, crosslinking agents or byproducts and poor gelation efficiency due to use of light, radiation to initiate the crosslinking reaction.…”

Section: Introductionmentioning

confidence: 99%

The self-crosslinking smart hyaluronic acid hydrogels as injectable three-dimensional scaffolds for cells culture

Bian

Sui

et al. 2016

Colloids and Surfaces B: Biointerfaces

129

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Although the disulfide bond crosslinked hyaluronic acid hydrogels have been reported by many research groups, the major researches were focused on effectively forming hydrogels. However, few researchers paid attention to the potential significance of controlling the hydrogel formation and degradation, improving biocompatibility, reducing the toxicity of exogenous and providing convenience to the clinical operations later on. In this research, the novel controllable self-crosslinking smart hydrogels with in-situ gelation property was prepared by a single component, the thiolated hyaluronic acid derivative (HA-SH), and applied as a three-dimensional scaffold to mimic native extracellular matrix (ECM) for the culture of fibroblasts cells (L929) and chondrocytes. A series of HA-SH hydrogels were prepared depending on different degrees of thiol substitution (ranging from 10 to 60%) and molecule weights of HA (0.1, 0.3 and 1.0 MDa). The gelation time, swelling property and smart degradation behavior of HA-SH hydrogel were evaluated. The results showed that the gelation and degradation time of hydrogels could be controlled by adjusting the component of HA-SH polymers. The storage modulus of HA-SH hydrogels obtained by dynamic modulus analysis (DMA) could be up to 44.6 kPa. In addition, HA-SH hydrogels were investigated as a three-dimensional scaffold for the culture of fibroblasts cells (L929) and chondrocytes cells in vitro and as an injectable hydrogel for delivering chondrocytes cells in vivo. These results illustrated that HA-SH hydrogels with controllable gelation process, intelligent degradation behavior, excellent biocompatibility and convenient operational characteristics supplied potential clinical application capacity for tissue engineering and regenerative medicine.

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“…Yet, very few authors reported direct encapsulation of cells in the gels using the Diels-Alder strategy. This may be attributed to rather long gelation time (> 50 min) [70]. Another limitation could arise from the reactivity of maleimide towards thiol-containing biomolecules in vivo, undergoing Michael-type 1,4-addition yielding thioether ligation products.…”

Section: Diels-alder Cycloadditionmentioning

confidence: 99%

Chemical cross-linking methods for cell encapsulation in hydrogels

Echalier

Valot

Martínez

et al. 2019

Materials Today Communications

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Cell-encapsulating hydrogels are of tremendous interest in regenerative medicine. Tissue engineering relies on biomaterials able to act as artificial extracellular matrices to guide cells towards the development of new tissues. Therefore, considerable efforts have been made to design biomaterials which mimic cells' native environment, thus encouraging natural behavior. The choice of biomaterial in which cells are embedded is crucial for their survival, proliferation and differentiation. Being more stable, chemical hydrogels are preferred over physical hydrogels as cell-laden substrates. When designing chemical hydrogels, scientists must choose not only the nature of the network (synthetic and/or biopolymers) but also the type of cross-link bridging hydrogel constituents. For that purpose, numerous chemistries have been used (i) to introduce reactive functions on the hydrogel precursors and (ii) to form covalent bonds in the presence of living cells. The review will discuss the advantages and limitations of each strategy.

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Diels–Alder crosslinked HA/PEG hydrogels with high elasticity and fatigue resistance for cell encapsulation and articular cartilage tissue repair

Cited by 85 publications

References 52 publications

Bio‐Orthogonally Crosslinked, Engineered Protein Hydrogels with Tunable Mechanics and Biochemistry for Cell Encapsulation

Bio‐Orthogonally Crosslinked, Engineered Protein Hydrogels with Tunable Mechanics and Biochemistry for Cell Encapsulation

The self-crosslinking smart hyaluronic acid hydrogels as injectable three-dimensional scaffolds for cells culture

Chemical cross-linking methods for cell encapsulation in hydrogels

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