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Efficient Solid‐Phase Synthesis of a Complex, Branched N ‐Glycan Hexasaccharide: Use of a Novel Linker and Temporary‐Protecting‐Group Pattern
Author(s) -
Wu Xiangyang,
Grathwohl Matthias,
Schmidt Richard R.
Publication year - 2002
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 - 10.1002/1521-3773(20021202)41:23<4489::aid-anie4489>3.0.co;2-x
Subject(s) - glycan , linker , solid phase synthesis , chemistry , protecting group , glycosyl , combinatorial chemistry , oligosaccharide , phase (matter) , stereochemistry , organic chemistry , glycoprotein , biochemistry , computer science , peptide , alkyl , operating system
A solid basis for sugar synthesis : A simple, yet efficient method for the regio‐ and stereocontrolled synthesis of linear and branched oligosaccharides on a solid support should be an important step forward for the development of generally applicable automated oligosaccharide syntheses. The combination of different esters (9‐fluorenylmethyloxycarbonyl (Fmoc), phenoxyacetate (PA), benzoyl) for temporary, or O ‐benzyl groups for permanent protection as well as binding to the solid phase and O ‐glycosyl trichloroacetimidates as donors offers this possibility, as shown in the synthesis of an N ‐glycan hexasaccharide (see scheme).