Thiolate self-assembled monolayers (SAMs) formed on zinc selenide (ZnSe) were functionalized with oligonucleotides using a method called click chemistry. In order to form the compounds needed for the functionalization of the SAM, a multiple step synthesis was run to replace the carboxylic acid terminal group of mercaptohexadecanoic acid (MHDA) with an azide group. The structure of the formed molecule was confirmed with infrared (IR) spectroscopy and carbon and proton NMR. An oligonucleotide modified with a 5’ alkyne was used to react with the azide of the synthesized compound in the presence of copper to form a triazole group between the oligonucleotide and the synthesized compound. A fluorescently tagged complementary oligonucleotide was then hybridized with the bound oligonucleotide and the modified compound was used to form a SAM on ZnSe, which was visualized using fluorescence microscopy. Microcontact printing was also used to confirm the functionalization of the SAM, by differentiating the areas of clean/bare ZnSe from those coated with the functionalized SAM. These self-assembled monolayers functionalized with biologically active molecules can be used towards future work of creating a biosensor.

Synthesis of biofunctionalized self-assembled monolayers on zinc selenide

253rd National Meeting (2017)

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