Specific inhibition of human beta-D-glucuronidase and alpha-L-iduronidase by a trihydroxy pipecolic acid of plant origin.
The glucuronic acid analogue of 1-deoxynojirimycin, 2(S)-carboxy-3(R), 4(R), 5(S)-trihydroxypiperidine, recently isolated from seeds of Baphia racemosa, is a novel specific inhibitor of human liver beta-D-glucuronidase and alpha-L-iduronidase. No other glycosidases are inhibited. The inhibition of beta-D-glucuronidase is competitive, with a Ki of 8 X 10(-5) M and is pH-dependent. This inhibitor may be useful to induce a mucopolysaccharidosis or to investigate the function of microsomal beta-D-glucuronidase.
D001667:Binding, Competitive; D005966:Glucuronidase / Q000037:antagonists & inhibitors*; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007068:Iduronidase / Q000037:antagonists & inhibitors*; D008099:Liver / Q000201:enzymology*; D008968:Molecular Conformation; D010875:Pipecolic Acids / Q000494:pharmacology*; D012639:Seeds / Q000032:analysis; D013329:Structure-Activity Relationship
C043337:2-carboxy-3,4,5-trihydroxypiperidine; D010875:Pipecolic Acids; D006026:Glycoside Hydrolases; D005966:Glucuronidase; D007068:Iduronidase