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通过pH敏感的酰基三氟硼酸钾(KAT)酰胺连接反应合成生物相容性聚乙二醇水凝胶

Synthesis of Biocompatible PEG Hydrogels by pH-Sensitive Potassium Acyltrifluoroborate (KAT) Amide Ligations.

作者信息

Mazunin Dmitry, Broguiere Nicolas, Zenobi-Wong Marcy, Bode Jeffrey W

机构信息

Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH-Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich, Switzerland.

Cartilage Engineering and Regeneration Laboratory, Department of Health Science and Technology, ETH-Zürich, Otto-Stern-Weg 7, 8093 Zürich, Switzerland.

出版信息

ACS Biomater Sci Eng. 2015 Jun 8;1(6):456-462. doi: 10.1021/acsbiomaterials.5b00145. Epub 2015 May 27.

DOI:10.1021/acsbiomaterials.5b00145
PMID:33445248
Abstract

The synthesis of novel PEG-based hydrogel via chemoselective potassium acyl trifluoroborate (KAT) and -carbamoyl hydroxylamines amide ligation is reported. The gelation kinetics, determined by dynamic rheometry, is pH dependent and allows fine-tuning of the gelation time. For a 4 wt % PEG hydrogel, at low acidic pHs (3 to 6) gelation proceeds rapidly within few minutes, comparable or existing the faster known gelation times. At neutral and physiological pHs (7 and 7.4) the reaction is slower, forming a hydrogel in ca. 80 min. The gels are suitable for the encapsulation of bovine chondrocytes with the high viability (96% after 2 days), demonstrating the biocompatibility of the KAT ligation for the first time.

摘要

报道了通过化学选择性酰基三氟硼酸钾(KAT)和氨基甲酰羟胺酰胺连接合成新型聚乙二醇基水凝胶。通过动态流变学测定的凝胶化动力学取决于pH值,并允许对凝胶化时间进行微调。对于4 wt%的聚乙二醇水凝胶,在低酸性pH值(3至6)下,凝胶化在几分钟内迅速进行,与已知的更快凝胶化时间相当或更快。在中性和生理pH值(7和7.4)下,反应较慢,约80分钟形成水凝胶。这些凝胶适用于封装牛软骨细胞,细胞活力高(2天后为96%),首次证明了KAT连接的生物相容性。

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