ИСТИНА

In this work we propose a universal, fast and simple technique based on Doctor Blade and Langmuir-Schaefer methods for functionalization of the semiconducting surface of C8-BTBT-C8 allowing to fabricate large scale biorecognition layer based on the novel functional derivative of BTBT containing biotin fragment as a foundation for further biomodification [2]. For this, commercially available biotin was activated by preparing of N-succinimide ester, and then its alkyne derivative 2 was obtained by the amidification reaction with propargylamine. The synthesis of the azide derivative of BTBT was based on a combination of Friedel-Crafts acylation reactions and the reduction of corresponding ketones. For the subsequent functionalization, a cheap commercially available 6-bromohexanoyl chloride was used. The resulting terminal bromine was converted by nucleophilic substitution with sodium azide into the corresponding organic azide under mild conditions. At the last stage, the obtained precursors were introduced into a 1,3-dipolar cycloaddition reaction in the presence of monovalent copper and a tertiary amine in dioxane to give target compound (BTBT-biotin).