Click chemistry has been widely proved to be an efficient manner to introduce functional group onto the surface of silica gel or other materials.The Cu(Ⅰ) catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) is one of the typical click reaction.A lysine functionalized stationary phase has been developed by clicking lysine onto the silica gel.Based on the strategy of selectively transferring 6-amino groups of lysine molecule into azide, and the lysine was immobilized onto the surface of silica gel via CuAAC.The novel material thus prepared showed better HILIC characteristics in the application of separation of polar compounds, such as cephalosporins and carbapenems compared with the commercially Atlantics and traditionally made lysine columns.