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One‐Pot Synthesis of Antigen‐Bearing, Lysine‐Based Cluster Mannosides Using Two Orthogonal Chemoselective Ligation Reactions
Author(s) -
Grandjean Cyrille,
Rommens Corinne,
GrasMasse Hélène,
Melnyk Oleg
Publication year - 2000
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/(sici)1521-3773(20000317)39:6<1068::aid-anie1068>3.0.co;2-4
Subject(s) - lysine , bearing (navigation) , ligation , chemistry , antigen , stereochemistry , combinatorial chemistry , biochemistry , medicine , immunology , computer science , amino acid , artificial intelligence
Successive hydrazone/thioether orthogonal ligations of a dendrimeric lysine core with antigenic peptides and mannoside derivatives are described (see scheme). This method provides a flexible one‐pot synthesis for artificial conjugates of clustered carbohydrate receptor ligands bearing antigens.