• SYNTHESIS OF COUMARIN-LABELED AMINO ACIDS VIA �CLICK� CHEMISTRY

      Weathers, Angel; Department of Chemistry and Physics; Lebedyeva, Iryna; Augusta University (2019-02-13)
      �Click� Chemistry is a convenient technique often applied during the synthesis of various bioconjugates. Several methods have been developed to administer �click� chemistry. Copper(1)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions usually provide high chemoselectivity under green reaction conditions, and good to great yields. Because of this, CuAAC reactions serve many applications in chemical biology. In copper halide catalyzed reactions copper iodide is frequently used to facilitate transformational changes within the reaction. Copper(1) is combined with salts, metal complexes, or ionic liquids to provide effective catalytic systems for reactions. The use of co-solvent systems such as the one used in this research project, dimethylformamide and water, improves reaction efficiency. The alkyne moiety is an indispensible component of �click� chemistry reactions. Coumarins are the specific class of fluorophores examined in this research project because they are highly sensitive fluorescent laser dyes that have extended spectra range, high emission quantum yields, and better solubility compared to more complex fluorescent tags. Amino acids are often used as building blocks because they are recognized by cell membrane proteins more readily. In this project, a number of amino acids labeled with coumarin tags through CuAAC catalyzed 1,2,3-triazole links have been developed to study their fluorescent properties.