A Dynamic Biomaterial Based on a 2-Nitrobenzyl Derivative with a tert-Butyl Substituent at the Benzyl Position: Rapid Response and Minimized Phototoxicity
A Dynamic Biomaterial Based on a 2-Nitrobenzyl Derivative with a tert-Butyl Substituent at the Benzyl Position: Rapid Response and Minimized Phototoxicity
复制标题
基于苄基位置带有叔丁基取代基的 2-硝基苄基衍生物的动态生物材料：快速响应和最小化光毒性
DOI：
10.1002/cptc.201800087
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发表时间：
2018
期刊：
影响因子：
3.7
通讯作者：
Nakanishi Jun
中科院分区：
文献类型：
--
作者：
Yamamoto Shota;Ikegami Hiroki;Yamaguchi Kazuo;Nakanishi Jun
基于可光降解的2 -硝基苯基的动态生物材料不仅可用于时空解析细胞活动，而且可用于各种生物医学应用。尽管有越来越多的证据表明，在小分子水平上，苄基位置对2 -硝基苯基化合物的光敏性有取代作用，但大多数以前的动态生物材料采用传统的2 -硝基苯基衍生物，带有甲基或没有取代基。我们在此开发了一种具有光响应性的生物材料，该材料含有2 -硝基苄基衍生物，在苄基位置有一个大的取代基。作为概念验证，我们制备了基于叔丁基衍生物的动态细胞培养平台，该平台在蛋白质吸附和细胞粘附方面比基于甲基衍生物的平台快约5倍。更重要的是，激活甲基型材料所需的UV能量诱导活性氧（ROS）的产生，而叔丁基衍生物所需的能量没有观察到ROS的产生。这些结果证明了基于叔丁基型硝基苯衍生物的动态生物材料的优势。
Dynamic biomaterials based on a photodegradable 2‐nitrobenzyl group are useful not only for spatiotemporally resolving cellular activities, but also for various biomedical applications. Even though there is accumulating evidence of the substituent effect of the benzyl position on the photosensitivity of the 2‐nitrobenzyl compounds at a small‐molecule level, most of the previous dynamic biomaterials employ conventional 2‐nitrobenzyl derivatives with methyl or no substituent. We herein developed a photoresponsive biomaterial bearing a 2‐nitrobenzyl derivative with a bulky substituent at the benzyl position. As a proof‐of‐concept, a dynamic cell culture platform based on thetert‐butyl derivative was prepared, which showed approximately a five‐fold faster rate than that based on the methyl derivatives in terms of protein adsorption and cell adhesion. More importantly, the UV energy needed for the activation of the methyl‐type materials induced the production of reactive oxygen species (ROS), whereas no ROS production was observed with the energy needed for thetert‐butyl derivative. These results demonstrate the advantages of dynamic biomaterials based on thetert‐butyl‐type nitrobenzyl derivative.