Site-Specific Surface Functionalization via Microchannel Cantilever Spotting (μCS): Comparison between Azide-Alkyne and Thiol-Alkyne Click Chemistry Reactions
Site-Specific Surface Functionalization via Microchannel Cantilever Spotting (μCS): Comparison between Azide-Alkyne and Thiol-Alkyne Click Chemistry Reactions
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DOI：
10.1002/smll.201800131
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发表时间：
2018-05-24
期刊：
影响因子：
13.3
通讯作者：
Hirtz, Michael
中科院分区：
文献类型：
--
作者：
Dadfar, Seyed Mohammad Mahdi;Sekula-Neuner, Sylwia;Hirtz, Michael
提出了不同类型的点击化学反应，并用于表面和材料的功能化，以及有机分子的共价连接。在目前的工作中，两种不同的无催化剂点击方法，即叠氮化物-炔和硫醇-炔点击化学进行了研究和比较，用于固定化的叠氮化物或硫醇墨水的功能化玻璃表面上的微阵列。为此目的，玻璃表面首先用二苯并环辛炔酸（DBCO-酸）官能化，所述二苯并环辛炔酸是具有羧基的环辛炔。然后，DBCO-终止的表面功能化通过微通道悬臂斑点与不同的荧光和非荧光叠氮化物和硫醇油墨。虽然这两种途径都可靠地用于表面功能化，但蛋白质结合实验表明，使用硫醇-炔途径将在这种点样方法中获得最高的分子固定表面密度。本工作所取得的成果和成果可用于设计和制造适用于生物医学和生物学应用的微尺度图案。
Different types of click chemistry reactions are proposed and used for the functionalization of surfaces and materials, and covalent attachment of organic molecules. In the present work, two different catalyst-free click approaches, namely azide-alkyne and thiol-alkyne click chemistry are studied and compared for the immobilization of microarrays of azide or thiol inks on functionalized glass surfaces. For this purpose, the surface of glass is first functionalized with dibenzocyclooctyne-acid (DBCO-acid), a cyclooctyne with a carboxyl group. Then, the DBCO-terminated surfaces are functionalized via microchannel cantilever spotting with different fluorescent and nonfluorescent azide and thiol inks. Although both routes work reliably for surface functionalization, the protein binding experiments reveal that using a thiol-alkyne route will obtain the highest surface density of molecular immobilization in such spotting approaches. The obtained achievements and results from this work can be used for design and manufacturing of microscale patterns suitable for biomedical and biological applications.