Effect of the Hydrophobicity of Chain on Ca<sup>2+</sup> Binding to Ionic Gels

Sasaki, Shinya; Yataki, Kumi; Maéda, Hiroshi

doi:10.1021/la970845x

Cited by 10 publications

(16 citation statements)

References 13 publications

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“…Additionally, the increase in polymer content from the 15 wt% to 20 wt% hydrogels increased hydrogel hydrophobicity, which led to significantly more mineralization and bone formation. This is in agreement with previous studies that showed a strong correlation between calcium binding and the chain length of hydrophobic alkyl groups in ionic hydrogels [39]. Further work upon this phenomenon with poly(ethylene glycol) diacrylate hydrogels with varying lengths of N -acryloyl amino acid side chains in SBF with and without serum suggested that protein adsorption onto the more hydrophobic hydrogels mimicked the natural functions of bone sialoprotein as a nucleating protein.…”

Section: Discussionsupporting

confidence: 91%

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

Ekenseair

Spicer

et al. 2015

Journal of Controlled Release

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In this study, we investigated the mineralization capacity and biocompatibility of injectable, dual-gelling hydrogels in a rat cranial defect as a function of hydrogel hydrophobicity from either the copolymerization of a hydrolyzable lactone ring or the hydrogel polymer content. The hydrogel system comprised a poly(N-isopropylacrylamide)-based thermogelling macromer (TGM) and a polyamidoamine crosslinker. The thermogelling macromer was copolymerized with (TGM/DBA) or without (TGM) a dimethyl-γ-butyrolactone acrylate (DBA)-containing lactone ring that modulated the lower critical solution temperature and thus, the hydrogel hydrophobicity, over time. Three hydrogel groups were examined: (1) 15 wt% TGM, (2) 15 wt% TGM/DBA, and (3) 20 wt% TGM/DBA. The hydrogels were implanted within an 8 mm critical size rat cranial defect for 4 and 12 weeks. Implants were harvested at each timepoint and analyzed for bone formation, hydrogel mineralization and tissue response using microcomputed tomography (microCT). Histology and fibrous capsule scoring showed a light inflammatory response at 4 weeks that was mitigated by 12 weeks for all groups. MicroCT scoring and bone volume quantification demonstrated similar bone formation at 4 weeks that was significantly increased for the more hydrophobic hydrogel formulations - 15 wt% TGM and 20 wt% TGM/DBA - from 4 weeks to 12 weeks. A complementary in vitro acellular mineralization study revealed that the hydrogels exhibited calcium binding properties in the presence of serum-containing media, which was modulated by the hydrogel hydrophobicity. The tailored mineralization capacity of these injectable, dual-gelling hydrogels with hydrolysis-dependent hydrophobicity presents an exciting property for their use in bone tissue engineering applications.

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Section: Discussionsupporting

confidence: 91%

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

Ekenseair

Spicer

et al. 2015

Journal of Controlled Release

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“…Previous studies by Sasaki et al have demonstrated the effect of hydrophobicity of hydrogels containing carboxyl groups on Ca 2+ binding. 23 This phenomenon may subsequently affect the capacity of hydrogels with varying hydrophobicity to nucleate calcium phosphate mineralized phases differently. The biomineralization process observed in nature during mineralization of bone tissue further emphasizes the potential role of matrix hydrophobicity on mineralization.…”

Section: Introductionmentioning

confidence: 99%

Templated Mineralization of Synthetic Hydrogels for Bone-Like Composite Materials: Role of Matrix Hydrophobicity

et al. 2010

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Bone-mimetic mineral-polymer composite materials have several applications ranging from artificial bone grafts to scaffolds for bone tissue engineering; templated mineralization is an effective approach to fabricate such composites. In this study, we synthesized bone-like composites using synthetic hydrogels having pendant side chains terminating with carboxyl groups as a template for mineralization. The role of matrix hydrophobicity on mineralization was examined using poly(ethylene glycol) hydrogels modified with varying lengths of anionic pendant side chains (CH(2) horizontal lineCHCONH(CH(2))(n)COOH, where n = 1, 3, 5, and 7). The ability of these hydrogels to undergo templated mineralization was found to be strongly dependent upon the length of the pendant side chain as is evident from the extent of calcification and morphology of the minerals. Moreover, mineralized phases formed on the hydrogels were confirmed to resemble apatite-like structures. In addition to demonstrating the importance of material hydrophobicity as a design parameter for the development of bone-like synthetic materials, our study also provides a potential explanation for the in vitro differences between the apatite-nucleating capacity of aspartate-rich osteopontin and glutamate-rich bone sialoprotein.

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“…It is possible that H2a has an optimal balance between hydrophobic and hydrophilic groups, which enhances its ability to induce mineralization. Indeed, two previous studies demonstrated that hydrophobicity of the matrix has a considerable influence on mineralization …”

Section: Resultsmentioning

confidence: 99%

“…The differences in the structures of acid monomers such as polarity and hydrophobicity may cause important differences in their adhesive performances. It was also observed that matrix hydrophobicity has an important role on mineralization, and hydrogels with varying hydrophobicity nucleate calcium phosphate‐mineralized phases differently …”

Section: Introductionmentioning

confidence: 99%

Synthesis and evaluation of new phosphonic acid‐functionalized acrylamides with potential biomedical applications

Bingol

Altin

Bal

et al. 2015

J. Polym. Sci., Part A: Polym. Chem.

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Phosphorus‐containing acidic monomers are able to interact with the inorganic phase of mineralized tissues such as enamel, dentin, and bone. From this perspective, three phosphonic acid‐containing acrylamide monomers with different lengths of alkyl chains were synthesized to be used for both self‐etching dental adhesives and mineralized hydrogel scaffolds. Monomers were synthesized by the reaction of α‐aminophosphonates (diethyl aminomethylphosphonate, diethyl 2‐aminobutan‐2‐ylphosphonate, and diethyl 2‐aminooctan‐2‐ylphosphonate) with acryloyl chloride followed by the hydrolysis of phosphonate groups by using trimethylsilyl bromide. The properties such as pH in the range of mild self‐etching adhesives, hydrolytic stability, high rate of copolymerizations with 2‐hydroxyethyl methacrylate (HEMA) and HEMA/glycerol dimethacrylate, giving high‐molecular‐weight polymers on thermal polymerization, and strong decalcification ability of hydroxyapatite make these monomers good candidates for self‐etching adhesives, although no appreciable effect of the number and size of the α‐substituents was observed. Hydrogel scaffolds containing phosphonic acid groups were fabricated, characterized, and mineralized. Altogether, the results suggest that these phosphonic acid‐containing monomers have suitable properties to be used in fabrication of biomaterials for both dental and bone tissue engineering applications. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 2755–2767

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Effect of the Hydrophobicity of Chain on Ca²⁺ Binding to Ionic Gels

Cited by 10 publications

References 13 publications

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

Templated Mineralization of Synthetic Hydrogels for Bone-Like Composite Materials: Role of Matrix Hydrophobicity

Synthesis and evaluation of new phosphonic acid‐functionalized acrylamides with potential biomedical applications

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Effect of the Hydrophobicity of Chain on Ca2+ Binding to Ionic Gels

Cited by 10 publications

References 13 publications

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

In vitro and in vivo evaluation of self-mineralization and biocompatibility of injectable, dual-gelling hydrogels for bone tissue engineering

Templated Mineralization of Synthetic Hydrogels for Bone-Like Composite Materials: Role of Matrix Hydrophobicity

Synthesis and evaluation of new phosphonic acid‐functionalized acrylamides with potential biomedical applications

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Effect of the Hydrophobicity of Chain on Ca²⁺ Binding to Ionic Gels