2,5-dideoxy-2,5-imino-d-glucitol

2,5-Dideoxy-2,5-imino-D-glucitol (DGDP or DDI) is a synthetic iminosugar and carbohydrate analog in which the ring oxygen of glucitol is replaced by a nitrogen atom. It is structurally derived from glucitol (sorbitol) and belongs to the class of pyrrolidines. DGDP acts as a potent inhibitor of glycohydrolases and glycosidases—enzymes responsible for breaking down carbohydrates—by binding to their active sites. Its primary target includes xylose isomerase found in certain bacteria. This inhibition can disrupt normal carbohydrate metabolism and has been explored for potential therapeutic applications such as pharmacological chaperoning in lysosomal storage disorders like Gaucher disease[3][5]. The compound was first isolated from Stemona tuberosa but is now synthetically produced[3].

Other names

2,5-Anhydro-2,5-imino-D-glucitol(2R,3R,4R,5S)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol132295-44-4