Aglycon specificity profiling of α-glucosidases using synthetic probes

We designed and synthesized hydrogen bond based probes 1–8 with the exception of known glycosidase inhibition mechanisms, and aglycon specificity of 11 different sources of α-glucosidases were investigated using their probes. Probe 4 (2,6-anhydro-1-deoxy-1-[(1-oxopentyl-5-hydroxy)amino]-d-glycero-d-ido-heptitol) showed a potent inhibition of S. cerevisiae α-glucosidase among all α-glucosidases. Probe 4 was found to be a competitive inhibitor for S. cerevisiae α-glucosidase with Ki 0.13 mM.