Synthese von 2-Acetamido-1,4-imino-1,2,4-tridesoxy-D-galaktitol und kompetitive Inhibition der humanen lysosomalen β-Hexosaminidase A

Article abstract of DOI:10.1016/0008-6215(93)84151-U

The synthesis of 2-acetamido-1,4-imino-1,2,4-trideoxy-D-galactitol (1; 2-acetamido-4-amino-1,4-anhydro-2,4-dideoxy-D-galactitol) by two different routes starting from 2-acetamido-2-deoxy-D-glucose is described.Compound 1 is a competitive inhibitor of human lysosomal β-hexosaminidase A with K_i values of 18 μM (β-subunit) and 220 μM (α-subunit).Similar properties were found for the already known 2-acetamido-2-deoxy-D-gluco-hydroximo-1,4-lactone.