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A Highly Convergent Chemical Synthesis of Conformational Epitopes of Rhamnogalacturonan II
Author(s) -
Rao Yu,
Boons GeertJan
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200701750
Subject(s) - chemistry , epitope , glycosyl , stereochemistry , ring (chemistry) , convergent synthesis , reactivity (psychology) , stereoselectivity , biochemistry , organic chemistry , biology , genetics , antigen , medicine , alternative medicine , pathology , catalysis
Upon careful tuning of the reactivity of glycosyl donors and acceptors, tetra‐ and hexasaccharide fragments (see structure) of the B chain of rhamnogalacturonan II (RGII) were prepared in a convergent and stereoselective manner. The conformation of the central arabinopyranosyl ring (red) was found to depend on the saccharide substitution pattern. This conformational epitope may influence the biological functions of RGII.