Synthesis of a 1,2-cis-indoxyl galactoside as a chromogenic glycosidase substrate?

RSC Advances Pub Date: 2019-09-09 DOI: 10.1039/C9RA05797H

Abstract

A synthetically challenging 1,2-cis-indoxyl galactoside, X-α-galactoside, was first prepared in this study using a cyclic ketone indoxyl acceptor and a glycosyl trichloroacetimidate donor to produce an enol glycoside and a 4,6-O-di-tert-butylsilylene-protected galactosyl donor to complete the synthesis. The target compound shows enzyme activity in the presence of α-galactosidase.

Graphical abstract: Synthesis of a 1,2-cis-indoxyl galactoside as a chromogenic glycosidase substrate
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