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基于气相沉积涂层的多方面和路线控制的“点击”反应。

Multifaceted and route-controlled "click" reactions based on vapor-deposited coatings.

机构信息

Department of Chemical Engineering, National Taiwan University, Taipei 10617, Taiwan.

出版信息

Biomater Sci. 2016 Feb;4(2):265-71. doi: 10.1039/c5bm00417a.

DOI:10.1039/c5bm00417a
PMID:26650976
Abstract

"Click" reactions provide precise and reliable chemical transformations for the preparation of functional architectures for biomaterials and biointerfaces. The emergence of a multiple-click reaction strategy has paved the way for a multifunctional microenvironment with orthogonality and precise multitasking that mimics nature. We demonstrate a multifaceted and route-controlled click interface using vapor-deposited functionalized poly-para-xylylenes. Distinctly clickable moieties of ethynyl and maleimide were introduced into poly-para-xylylenes in one step via a chemical vapor deposition (CVD) copolymerization process. The advanced interface coating allows for a double-click route with concurrent copper(i)-catalyzed Huisgen 1,3-dipolar cycloaddition (CuAAC) and the thiol-maleimide click reaction. Additionally, double-click reactions can also be performed in a cascade manner by controlling the initiation route to enable the CuAAC and/or thiol-yne reaction using a mono-functional alkyne-functionalized poly-para-xylylene. The use of multifaceted coatings to create straightforward and orthogonal interface properties with respect to protein adsorption and cell attachment is demonstrated and characterized.

摘要

“点击”反应为生物材料和生物界面的功能结构的制备提供了精确可靠的化学转化。多重点击反应策略的出现为具有正交性和精确多任务处理的多功能微环境铺平了道路,这种环境模拟了自然。我们使用气相沉积官能化聚对亚二甲苯基展示了一种多方面且路线可控的点击界面。通过化学气相沉积(CVD)共聚过程,在聚对亚二甲苯基中一步引入了明显可点击的乙炔基和马来酰亚胺部分。先进的界面涂层允许进行双点击反应,同时进行铜(i)催化的 Huisgen 1,3-偶极环加成(CuAAC)和硫醇-马来酰亚胺点击反应。此外,通过控制引发途径,还可以以级联方式进行双点击反应,使用单官能炔基官能化聚对亚二甲苯基进行 CuAAC 和/或硫醇-炔反应。使用多方面的涂层来创建关于蛋白质吸附和细胞附着的简单和正交的界面特性,并对其进行了表征。

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