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Rapid preparation of multifunctional surfaces for orthogonal ligation by microcontact chemistry

机译：通过微接触化学快速制备用于正交连接的多功能表面

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摘要

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.
机译：微接触化学已通过未保护和单保护的异双功能连接子与链烯封端的自组装单层（SAM）的连续反应而应用于图案化的玻璃和硅基板，以产生双功能，三功能和四功能表面。叠氮基硫醇连接基的光化学微接触印刷，然后将酸性硫醇基连接基固定在十一碳烯封端的SAM上，可形成具有末端叠氮基，酸和烯基的轮廓分明的微图案表面。已经通过正交连接化学将生物学上相关的分子（生物素，碳水化合物）选择性地附着于表面，并且所得的微阵列显示出与荧光标记蛋白的选择性结合。正交可寻址的四官能表面（叠氮化物，酸，烯烃和胺）可通过在铜（I）催化下在叠氮化物结构上进行叔丁氧羰基（Boc）保护的炔胺连接基的附加印刷步骤制得叠氮化物-炔烃Huisgen环加成并随后除去保护基。

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