Rapid preparation of multifunctional surfaces for orthogonal ligation by microcontact chemistry.
Rapid preparation of multifunctional surfaces for orthogonal ligation by microcontact chemistry.
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DOI：
10.1002/chem.201103422
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发表时间：
2012-05
期刊：
影响因子：
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通讯作者：
Christian Wendeln;S. Rinnen;Christian Schulz;Tobias Kaufmann;H. Arlinghaus;B. Ravoo
中科院分区：
文献类型：
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作者：
Christian Wendeln;S. Rinnen;Christian Schulz;Tobias Kaufmann;H. Arlinghaus;B. Ravoo
微接触化学已经应用于图案化玻璃和硅衬底，通过未保护的和单保护的异双功能连接物与烯烃端基的自组装单分子膜(SAM)的连续反应来产生双、三和四功能表面。叠氮化物硫醇连接体的光化学微接触印刷，然后将酸性硫醇连接体固定在十一烯基端的SAM上，得到具有末端叠氮、酸和烯基的定义良好的微图案化表面。生物相关分子(生物素、碳水化合物)通过正交连接化学方法选择性地附着在表面，所得到的微阵列显示选择性地结合到荧光标记的蛋白质上。通过使用铜(I)催化的叠氮化物-炔基惠斯根环加成和随后去除保护基团，通过在叠氮结构上额外印刷叔丁氧羰基(Boc)保护的炔胺连接体的步骤，可以制备可正交寻址的四官能团表面(叠氮化物、酸、烯烃和胺)。
Microcontact chemistry has been applied to patterned glass and silicon substrates by successive reaction of unprotected and monoprotected heterobifunctional linkers with alkene-terminated self-assembled monolayers (SAMs) to produce bi-, tri-, and tetrafunctional surfaces. Photochemical microcontact printing of an azide thiol linker followed by immobilization of an acid thiol linker on an undecenyl-terminated SAM results in a well-defined, micropatterned surface with terminal azide, acid, and alkene groups. Biologically relevant molecules (biotin, carbohydrates) have been selectively attached to the surface by means of orthogonal ligation chemistry, and the resulting microarrays display selective binding to fluorescently labeled proteins. An orthogonally addressable, tetrafunctional surface (azide, acid, alkene, and amine) can be prepared by an additional printing step of a tert-butyloxycarbonyl (Boc)-protected alkyne amine linker on the azide structures by using the copper(I)-catalyzed azide-alkyne Huisgen cycloaddition and subsequent removal of the protective group.