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Issue 48, 2019
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Synthesis of a 1,2-cis-indoxyl galactoside as a chromogenic glycosidase substrate

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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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Supplementary files

Article information


Submitted
26 Jul 2019
Accepted
03 Sep 2019
First published
09 Sep 2019

This article is Open Access

RSC Adv., 2019,9, 28241-28247
Article type
Paper

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

S. Nagata, H. Tomida, H. Iwai-Hirose, H. Tanaka, H. Ando, A. Imamura and H. Ishida, RSC Adv., 2019, 9, 28241
DOI: 10.1039/C9RA05797H

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