Multivalent Design of Apoptosis-Inducing Bid-BH3 Peptide-Oligosaccharides Boosts the Intracellular Activity at Identical Overall Peptide Concentrations
Publication year
2012Source
Chemistry : a European Journal, 18, 52, (2012), pp. 16708-16715ISSN
Publication type
Article / Letter to editor

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Organization
Biochemistry (UMC)
Journal title
Chemistry : a European Journal
Volume
vol. 18
Issue
iss. 52
Page start
p. 16708
Page end
p. 16715
Subject
NCMLS 2: Immune RegulationAbstract
Multivalent peptide-oligosaccharide conjugates were prepared and used to investigate the multivalency effect concerning the activity of Bid-BH3 peptides in live cells. Dextran oligosaccharides were carboxyethylated selectively in the 2-position of the carbohydrate units and activated for the ligation of N-terminally cysteinylated peptides. Ligation through maleimide coupling was found to be superior to the native chemical ligation protocol. Monomeric Bid-BH3 peptides were virtually inactive, whereas pentameric peptide conjugates induced apoptosis up to 20-fold stronger at identical peptide concentrations. Comparison of lowly multivalent and highly multivalent peptide dextrans proved a multivalency effect in life cells which was specific for the BH3 peptide sequence.
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- Faculty of Medical Sciences [80072]
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