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An Orthogonal Double‐Linker Resin Facilitates the Efficient Solid‐Phase Synthesis of Complex‐Type N‐Glycopeptide Thioesters Suitable for Native Chemical Ligation
Author(s) -
Mezzato Stefano,
Schaffrath Manuela,
Unverzagt Carlo
Publication year - 2005
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.200461125
Subject(s) - linker , ligation , glycopeptide , native chemical ligation , solid phase synthesis , chemical ligation , combinatorial chemistry , amide , chemistry , block (permutation group theory) , rnase p , phase (matter) , computer science , chemical synthesis , biochemistry , amino acid , peptide , organic chemistry , biology , mathematics , programming language , combinatorics , microbiology and biotechnology , rna , gene , in vitro , antibiotics
A safety catch combined with a Rink‐amide linker allowed convenient monitoring (LC–MS) and optimization of several key reactions in a solid‐phase synthesis of the building block A for the glycoprotein RNase B. The native chemical ligation of A and B delivered the glycosylated RNase B fragment 30–68.