2019 年 77 巻 6 号 p. 610-611
A phototriggered functionalization reaction of a carboxy group using a tetrazole was recently reinvestigated as a useful method for functionalization of proteins and polymer materials in aqueous media. Irradiation of a tetrazole generates a highly reactive nitrile imine in high efficiency. The generated nitrile imine reacts with a carboxylic acid to produce an acyloxy hydrazone which undergoes an acyl-rearrangement to afford a stable diacyl hydrazide. This review summarizes basic information about the reaction and application of the reaction to photoaffinity labeling of proteins and preparation of functionalized materials.