Scope and limitations of carbohydrate hydrolysis for de novo glycan sequencing using a hydrogen peroxide/metallopeptide-based glycosidase mimetic

Carbohydrate Research
Tianyuan PengNicola L B Pohl

Abstract

Acidic hydrolysis is commonly used as a first step to break down oligo- and polysaccharides into monosaccharide units for structural analysis. While easy to set up and amenable to mass spectrometry detection, acid hydrolysis is not without its drawbacks. For example, ring-destruction side reactions and degradation products, along with difficulties in optimizing conditions from analyte to analyte, greatly limits its broad utility. Herein we report studies on a hydrogen peroxide/CuGGH metallopeptide-based glycosidase mimetic design for a more efficient and controllable carbohydrate hydrolysis. A library of methyl glycosides consisting of ten common monosaccharide substrates, along with oligosaccharide substrates, was screened with the artificial glycosidase for hydrolytic activity in a high-throughput format with a robotic liquid handling system. The artificial glycosidase was found to be active towards most screened linkages, including alpha- and beta-anomers, thus serving as a potential alternative method for traditional acidic hydrolysis approaches of oligosaccharides.

References

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Jan 23, 2016·Analytical Chemistry·Maissa Mareme GayeNicola L B Pohl
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Aug 22, 2017·Analytical Methods : Advancing Methods and Applications·Gabe NagyNicola L B Pohl
Sep 30, 2017·Chembiochem : a European Journal of Chemical Biology·Tianyuan PengNicola L B Pohl
Oct 13, 2017·Chembiochem : a European Journal of Chemical Biology·Evan W ReynoldsEric M Brustad
Oct 19, 2017·Nature Communications·Baptiste SchindlerIsabelle Compagnon

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