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

E. Prifti; S. Goetz; S.A. Nepogodiev; R.A. Field

doi:10.1016/j.carres.2011.03.039

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

E. Prifti, S. Goetz, S.A. Nepogodiev, R.A. Field

Manchester Institute of Biotechnology

Research output: Contribution to journal › Article › peer-review

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.

Original language	Undefined
Pages (from-to)	1617-1621
Number of pages	5
Journal	Carbohydrate Research
Volume	346
Issue number	12
DOIs	https://doi.org/10.1016/j.carres.2011.03.039
Publication status	Published - 2011

Keywords

Glycosyltransferase assay
Fluorescent oligosaccharide
Reductive amination
APTS labelling
Capillary electrophoresis

Research Beacons, Institutes and Platforms

Manchester Institute of Biotechnology

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10.1016/j.carres.2011.03.039

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title = "Synthesis of fluorescently labelled rhamnosides: Probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes",

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.",

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T1 - Synthesis of fluorescently labelled rhamnosides

T2 - Probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes

AU - Prifti, E.

AU - Goetz, S.

AU - Nepogodiev, S.A.

AU - Field, R.A.

PY - 2011

Y1 - 2011

N2 - 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.

AB - 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.

KW - Glycosyltransferase assay

KW - Fluorescent oligosaccharide

KW - Reductive amination

KW - APTS labelling

KW - Capillary electrophoresis

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U2 - 10.1016/j.carres.2011.03.039

DO - 10.1016/j.carres.2011.03.039

M3 - Article

SN - 0008-6215

VL - 346

SP - 1617

EP - 1621

JO - Carbohydrate Research

JF - Carbohydrate Research

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ER -

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

Abstract

Keywords

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