Synthesis of N-acetyl-tryptophan Glucoside

Abstract

Tryptophan derivatives, whether produced in our body or chemically, both are equally resourceful. One such example of a derivative is N-acetyl tryptophan glucoside which has been investigated for its potential to protect macrophages against gamma-ray irradiation. Previously, the compound was obtained through isolation from bacteria. However, due to the limited quantity obtained, we now attempted to synthesize it chemically. The reaction to synthesize N-acetyl-L-tryptophan comes under the category of condensation reaction where water is eliminated and a single product is formed from two different molecules. It is tough to synthesize the N-glucoside as glycol-tetrahydro-β-carbolines and C-glycosyl conjugates always get synthesized at elevated temperatures. Numerous attempts have been made to synthesize the glucoside under various conditions in this thesis starting from L-tryptophan as a reactant.