Currently, the development of efficient drug delivery systems has a great attention. Nanoparticles are particularly studied for their capacity to solubilise hydrophobic drugs in aqueous media and to decrease their toxicity and degradability. However, long term compatibility has to be considered in the conception of this nanocarrier. For this reasons, the development of self-assembled particles constituted of biocompatible, biodegradable block copolymers is highly recommended. In this perspective, we have studied the self-assembled properties of chitooligosaccharide-grafted-polycaprolactone copolymers. The first chapter reveals aniline catalysis and its alkyne derivative as an efficient way for reductive amination of chitooligosaccharides. The second chapter describes the synthesis of different polycaprolactones with pendant azide groups. The third chapter is dedicated to the grafting of each bloc performed by “click” chemistry as well as the formation and characterisation of nanoparticle conducted in aqueous media. These nanoparticles were cross-linked to form reduction-sensitive final nanogels. At last, entrapment and controlled Doxorubicine release (with or without glutathione) were explored.