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An Expedient Synthesis of the Repeating Unit of the Acidic Polysaccharide of the Bacteriolytic Complex of Lysoamidase
Author(s) -
Litjens Remy E. J. N.,
den Heeten René,
Timmer Mattie S. M.,
Overkleeft Herman S.,
van der Marel Gijsbert A.
Publication year - 2005
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.200400862
Subject(s) - polysaccharide , unit (ring theory) , chemistry , combinatorial chemistry , computer science , biochemistry , mathematics , mathematics education
The first synthesis of the trisaccharide repeating unit of the acidic polysaccharide of the bacteriolytic complex of lysoamidase is presented. The construction is based on a linear glycosylation strategy that starts from the reducing end and employs thio‐ and selenoglycosides in a highly stereoselective manner by a single set of activation conditions. The thus‐formed trisaccharide is selectively deprotected and oxidised, after which a final deprotection step furnishes the desired repeating unit.