N-Benzylgalactonoamidines as potent β-galactosidase inhibitors
Article - Abstract Only
Inhibitor, Amidine, β-galactosidase
A series of N-benzylgalactonoamidines was synthesized to probe their inhibitory ability during the hydrolysis of o-nitrophenyl-β-d-galactopyranoside by β-galactosidase (Aspergillus oryzae). All compounds are characterized as potent competitive inhibitors with inhibition constants (Ki) in the low nanomolar range (12–48 nM). The structure of the inhibitors mimics the bond-lengthening during the hydrolysis and the aromatic aglycon of the substrate. The electronic nature of the substituent in p-position of the aglycon influences the overall inhibitory ability most when compared to the unsubstituted parent compound.
Kanso, R., Yancey, E., & Striegler, S. (2011). N-Benzylgalactonoamidines as potent β-galactosidase inhibitors. Tetrahedron, 68 (1), 47-52. https://doi.org/10.1016/j.tet.2011.10.048