Design, synthesis and properties investigation of N(α)-acylation lysine based derivatives

Amino acid-based compounds have attracted attention as environmentally friendly bio-based materials. Our group has recently developed a novel family of N(α)-acylation lysine based derivatives. We introduced long chain acyl groups at the N(α) position selectively by a new synthetic route that avoided the process of amino protection and deprotection. Sodium N(α)-octanamide lysine (C8), sodium N(α)-capramide lysine (C10) and sodium N(α)-lauramide lysine (C12) can self-assemble into vesicles spontaneously. As a result, not only do they have potential in drug delivery system but also they may be used as bio-based surfactants applied in cosmetics and other industries.