Synthesis of fluorescently labelled rhamnosides:Probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes

Prifti, Efthymia, Goetz, Stephan, Nepogodiev, Sergey A. and Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275 (2011) Synthesis of fluorescently labelled rhamnosides:Probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes. Carbohydrate Research, 346 (12). pp. 1617-1621. ISSN 0008-6215

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Abstract

Three fluorescently labelled saccharides 10-12, representing structures found in pectic glycan rhamnogalacturonan II (RG-II), were synthesised by chemical glycosylation of O-6 of diacetone-d-galactose followed by deprotection and reductive amination with amino-substituted fluorophore APTS. This convenient method installs a common aminogalactitol-based tether in order to preserve the integrity of the reducing end of specific carbohydrates of interest. APTS-labelled glycans prepared in this manner were purified by carbohydrate gel electrophoresis and subjected to capillary electrophoresis analysis, as a basis for the subsequent development of high sensitivity assays for RG-II-active enzymes.

Item Type: Article
Additional Information: Funding Information: Dr. Shirley Fairhurst and Dr. Lionel Hill are acknowledged for invaluable assistance with NMR spectroscopy and mass spectrometry, respectively. These studies were supported by the BBSRC, the Nuffield Foundation and the Gatsby Foundation through the JIC/SL Undergraduate Summer Research Training Programme: http://opportunities.jic.ac.uk/summerprogramme .
Uncontrolled Keywords: apts labelling,capillary electrophoresis,fluorescent oligosaccharide,glycosyltransferase assay,reductive amination,analytical chemistry,biochemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1602
Faculty \ School:
Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
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Depositing User: LivePure Connector
Date Deposited: 06 Sep 2024 12:33
Last Modified: 25 Sep 2024 18:07
URI: https://ueaeprints.uea.ac.uk/id/eprint/96580
DOI: 10.1016/j.carres.2011.03.039

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