Issue 4, 2021

Synthesis and evaluation of sensitive coumarin-based fluorogenic substrates for discovery of α-N-acetyl galactosaminidases through droplet-based screening

Abstract

As part of a search for a substrate for droplet-based microfluidic screening assay of α-N-acetylgalactosaminidases, spectral and physical characteristics of a series of coumarin derivatives were measured. From among these a new coumarin-based fluorophore, Jericho Blue, was selected as having optimal characteristics for our screen. A reliable method for the challenging synthesis of coumarin glycosides of α-GalNAc was then developed and demonstrated with nine examples. The α-GalNAc glycoside of Jericho Blue prepared in this way was shown to function well under screening conditions.

Graphical abstract: Synthesis and evaluation of sensitive coumarin-based fluorogenic substrates for discovery of α-N-acetyl galactosaminidases through droplet-based screening

Supplementary files

Article information

Article type
Communication
Submitted
11 Dis 2020
Accepted
18 Dis 2020
First published
18 Dis 2020

Org. Biomol. Chem., 2021,19, 789-793

Synthesis and evaluation of sensitive coumarin-based fluorogenic substrates for discovery of α-N-acetyl galactosaminidases through droplet-based screening

H. Chen, S. A. Nasseri, P. Rahfeld, J. F. Wardman, M. Kohsiek and S. G. Withers, Org. Biomol. Chem., 2021, 19, 789 DOI: 10.1039/D0OB02484H

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