AI Article Synopsis

  • p-methylbenzyl-D-galactonoamidine acts as a transition state analog for the enzyme β-galactosidase in breaking down aryl-β-D-galactopyranosides.
  • The compound shows strong inhibition of enzyme activity with low nanomolar concentrations, indicating its effectiveness as an inhibitor (12-56 nM).
  • A new synthetic method using phase-transfer catalysis was developed to create various aryl-β-D-galactopyranosides while confirming the stability of galactonoamidines during tests.

Article Abstract

Experimental evidence is provided for p-methylbenzyl-D-galactonoamidine to function as a true transition state analog for the enzymatic hydrolysis of aryl-β-D-galactopyranosides by β-galactosidase (A. oryzae). The compound exhibits inhibition constants in the low nanomolar concentration range (12-56 nM) for a selection of substrates. Along these lines, a streamlined synthetic method based on phase-transfer catalysis was optimized to afford the required variety of new aryl-β-D-galactopyranosides. Last, the stability of the galactonoamidines under the assay conditions was confirmed.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4096895PMC
http://dx.doi.org/10.1039/c4ob00153bDOI Listing

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