期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 18, 期 19, 页码 5880-5888出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201103422
关键词
click chemistry; microarrays; microcontact printing; monolayers; self-assembly
资金
- Deutsche Forschungsgemeinschaft DFG [Ra 1732/2]
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 azidealkyne Huisgen cycloaddition and subsequent removal of the protective group.
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