Synthesis of a trigalacturonic acid analogue mimicking the expected transition state in the glycosidases

Abstract A trigalacturonic acid analogue carrying a cyclohexene framework in place of the central pyranose ring was synthesized as a molecular probe for the mechanistic investigation of endo -polygalacturonase 1 ( endo -PG 1). Preliminary enzymatic studies revealed that this analogue inhibited endo -PG 1 activity by about 30% at 0.3 mM concentration.