Solid-phase synthesis and immunoreactivity of penta-O-(N-acetyl-α-D-galactosaminyl)-MUC1 eicosapeptide, a glycosylated counter part of the highly immunogenic tandem repeat sequence of carcinoma-associated mucin

1994 ◽  
Vol 4 (15) ◽  
pp. 1813-1818 ◽  
Author(s):  
François-Yves Dupradeau ◽  
Mark R. Stroud ◽  
Diane Boivin ◽  
Linsong Li ◽  
Sen-itiroh Hakomori ◽  
...  
Keyword(s):  
Tandem Repeat ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Repeat Sequence ◽  
Phase Synthesis ◽  
Tandem Repeat Sequence

Synthesis of MUC1 Peptide and Glycopeptide Dendrimers

2009 ◽  
Vol 62 (10) ◽  
pp. 1339 ◽  
Author(s):  
Candy K. Y. Chun ◽  
Richard J. Payne
Keyword(s):  
Peptide Synthesis ◽  
Tandem Repeat ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Cycloaddition Reaction ◽  
Repeat Sequence ◽  
Tandem Repeat Sequence ◽  
Multiple Copies ◽  
Fmoc Strategy

Several dendrimers possessing multiple copies of peptides and glycopeptides belonging to the MUC1 eicosapeptide tandem repeat sequence have been prepared. Fmoc-strategy solid-phase peptide synthesis was used to construct the peptides and glycopeptides, which were conjugated to suitably functionalized dendrimer cores using the copper-catalyzed azide-alkyne cycloaddition reaction to produce multivalent peptide and glycopeptide dendrimers.

Synthesis and Screening of A DNA-Encoded Library of Non-Peptidic Macrocycles

2020 ◽  
Author(s):  
Eric Koesema ◽  
Animesh Roy ◽  
Nicholas G. Paciaroni ◽  
Thomas Kodadek
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Cell Permeability ◽  
Phase Synthesis ◽  
Protein Ligands ◽  
High Affinity ◽  
Scaffold Diversity

There is considerable interest in the development of libraries of non-peptidic macrocycles as a source of ligands for difficult targets. We report here the solid-phase synthesis of a DNA-encoded library of several hundred thousand thioether-linked macrocycles. The library was designed to be highly diverse with respect to backbone scaffold diversity and to minimize the number of amide N-H bonds, which compromise cell permeability. The utility of the library as a source of protein ligands is demonstrated through the isolation of compounds that bind streptavidin, a model target, with high affinity.

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