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Development of Peptidyl Lysine Dendrons: 1,3-Dipolar Cycloaddition for Peptide Coupling and Antibody Recognition

  • A straightforward synthesis strategy to multimerize a peptide mimotopes for antibody B13-DE1 recognition is described based on lysine dendrons as multivalent scaffolds. Lysine dendrons that possess N-terminal alkyne residues at the periphery were quantitative functionalized with azido peptides using click chemistry. The solid-phase peptide synthesis (SPPS) allows preparing the peptide dendron in high purity and establishing the possibility of automation. The presented peptide dendron is a promising candidate as multivalent ligand and was used for antibody B13-DE1 recognition. The binding affinity increases with higher dendron generation without loss of specificity. The analysis of biospecific interaction between the synthesized peptide dendron and the antibody was done via surface plasmon resonance (SPR) technique. The presented results show a promising tool for investigations of antigen-antibody reactions.

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Author details:Christine Hüttl, Cornelia Hettrich, Melanie Riedel, Petra Henklein, Harshadrai Manilal RawelORCiDGND, Frank Fabian BierORCiDGND
DOI:https://doi.org/10.1111/cbdd.12444
ISSN:1747-0277
ISSN:1747-0285
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/25290586
Title of parent work (English):Chemical biology & drug design
Publisher:Wiley-Blackwell
Place of publishing:Hoboken
Publication type:Article
Language:English
Year of first publication:2015
Publication year:2015
Release date:2017/03/27
Tag:click chemistry; lysine dendron; peptide mimotopes; solid-phase peptide synthesis; surface plasmon resonance
Volume:85
Issue:5
Number of pages:9
First page:565
Last Page:573
Funding institution:German Federal Ministry of Education and Research (BMBF) [03IS2201]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie und Biologie
Peer review:Referiert
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