The glyconoamidine family of inhibitors was previously identified as a compound class that contains several putative transition state analogs of glycoside hydrolases. The sp<sup>2</sup> hybridized anomeric carbon atom of the amidines, as well as their protonation at physiological conditions, allows mimicking oxocarbenium ion-like properties of the transition state of glycoside hydrolases. Stabilizing interactions of both the glycon and aglycon of the designed compounds were previously shown to play a pivotal role in the inhibition of β-glycosidases. Similar compounds for the inhibition of α-galactosidases are synthesized in addition and will be discussed here.

Synthesis of bulky galactonoamidines for the inhibition of galactosidases

256th National Meeting (2018)

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