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Synthesis of β‐1,4‐Linked Galactan Side‐Chains of Rhamnogalacturonan I
Author(s) -
Andersen Mathias C. F.,
Kračun Stjepan K.,
Rydahl Maja G.,
Willats William G. T.,
Clausen Mads H.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602197
Subject(s) - galactan , linker , glycosylation , glycan , covalent bond , side chain , chemistry , carbohydrate , glycosyltransferase , combinatorial chemistry , polysaccharide , biochemistry , stereochemistry , glycoprotein , organic chemistry , computer science , polymer , enzyme , operating system
The synthesis of linear‐ and (1→6)‐branched β‐(1→4)‐ d ‐galactans, side‐chains of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative couplings of n ‐pentenyl disaccharides followed by a late stage glycosylation of a common hexasaccharide core. Reaction with a covalent linker and immobilization on N ‐hydroxysuccinimide (NHS)‐modified glass surfaces allows the generation of carbohydrate microarrays. The glycan arrays enable the study of protein–carbohydrate interactions in a high‐throughput fashion, demonstrated herein with binding studies of mAbs and a CBM.