TY - JOUR
T1 - Synthesis of fluorescently labelled rhamnosides
T2 - Probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes
AU - Prifti, Efthymia
AU - Goetz, Stephan
AU - Nepogodiev, Sergey A.
AU - Field, Robert A.
N1 - 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 .
PY - 2011/9/6
Y1 - 2011/9/6
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 - APTS labelling
KW - Capillary electrophoresis
KW - Fluorescent oligosaccharide
KW - Glycosyltransferase assay
KW - Reductive amination
UR - http://www.scopus.com/inward/record.url?scp=79960023851&partnerID=8YFLogxK
U2 - 10.1016/j.carres.2011.03.039
DO - 10.1016/j.carres.2011.03.039
M3 - Article
C2 - 21530947
AN - SCOPUS:79960023851
VL - 346
SP - 1617
EP - 1621
JO - Carbohydrate Research
JF - Carbohydrate Research
SN - 0008-6215
IS - 12
ER -