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Highly Reactive Thiol‐Norbornene Photo‐Click Hydrogels: Toward Improved Processability
Macromolecular Rapid Communications ( IF 4.6 ) Pub Date : 2018-06-10 , DOI: 10.1002/marc.201800181
Jasper Van Hoorick 1, 2 , Peter Gruber 3 , Marica Markovic 3 , Mélanie Rollot 1 , Geert-Jan Graulus 1 , Maxime Vagenende 1 , Maximilian Tromayer 4 , Jürgen Van Erps 2 , Hugo Thienpont 1, 2 , José C Martins 5 , Stefan Baudis 4 , Aleksandr Ovsianikov 3 , Peter Dubruel 1 , Sandra Van Vlierberghe 1, 2
Affiliation  

In the present work, gelatin type B is modified with highly reactive norbornene functionalities (Gel‐NB) following a one‐pot synthesis approach to enable subsequent thiol–ene photo‐click crosslinking. The modification strategy displays close control over the amount of introduced functionalities. Additionally, Gel‐NB exhibits considerably improved processing capabilities in terms of two‐photon polymerization when benchmarked to earlier‐reported crosslinkable gelatin derivatives (e.g., gelatin‐methacrylamide (Gel‐MOD) and gelatin‐methacrylamide‐aminoethylmethacrylate (Gel‐MOD‐AEMA)). The improvement is especially apparent in terms of minimally required laser power (20 mW vs ≥60 mW (Gel‐MOD) vs ≥40 mW (Gel‐MOD‐AEMA) at 100 mm s−1 scan speed) and processable concentration range (≥5 w/v% vs ≥10 w/v% (Gel‐MOD/Gel‐MOD‐AEMA)). Furthermore, the proposed functionalization scheme maintains the excellent biocompatibility and cell interactivity of gelatin. Additionally, the norbornene functionalities have potential for straightforward postprocessing “thiol–ene” surface grafting of active molecules. As a consequence, a very promising material toward tissue engineering applications and more specifically, biofabrication, is presented.

中文翻译:

高反应性硫醇-降冰片烯光点击水凝胶:提高加工性能

在目前的工作中,B 型明胶采用一锅法合成方法用高活性降冰片烯官能团 (Gel-NB) 进行改性,以实现随后的硫醇-烯光点击交联。修改策略显示了对引入功能数量的严格控制。此外,当以早先报道的可交联明胶衍生物(例如明胶-甲基丙烯酰胺(Gel-MOD)和明胶-甲基丙烯酰胺-甲基丙烯酸氨基乙酯(Gel-MOD-AEMA))为基准时,Gel-NB在双光子聚合方面表现出显着改善的加工能力)。在最低要求的激光功率(20 mW vs ≥60 mW (Gel-MOD) vs ≥40 mW (Gel-MOD-AEMA) at 100 mm s -1)方面的改进尤为明显扫描速度)和可处理的浓度范围(≥5 w/v% vs ≥10 w/v% (Gel-MOD/Gel-MOD-AEMA))。此外,所提出的功能化方案保持了明胶优异的生物相容性和细胞相互作用。此外,降冰片烯官能团具有直接后处理活性分子“硫醇-烯”表面接枝的潜力。因此,提出了一种非常有前途的组织工程应用材料,更具体地说,是生物制造。
更新日期:2018-06-10
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