General Protocol to Obtain D-Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches

A general protocol is developed to obtain D-glucosamine from three widely available biomass residues: shrimp shells, cicada sloughs, and cockroaches. The protocol includes three steps: (1) demineralization, (2) deproteinization, and (3) chitin hydrolysis. This simple, general protocol opens the door to obtain an invaluable nitrogen-containing compound from three biomass residues, and it can potentially be applied to other chitin sources. White needle-like crystals of pure D-glucosamine are obtained in all cases upon purification by crystallization. Characterization data (NMR, IR, and mass spectrometry) of D-glucosamine obtained from the three chitin sources are similar and confirm its high purity. NMR investigation demonstrates that D-glucosamine is obtained mainly as the alpha-anomer, which undergoes mutarotation in aqueous solution achieving equilibrium after 440 min, in which the anomeric glucosamine distribution is 60% alpha-anomer and 40% beta-anomer.