title: Development of peptidyl lysine dendrons: 1,3-dipolar cycloaddition for peptide coupling and antibody recognition.
abstract: 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.
authors.affiliation: Fraunhofer Institute for Cell Therapy and Immunology, Branch Bioanalytics and Bioprocesses (Fraunhofer IZI-BB), Am Mühlenberg 13, Potsdam, 14476, Germany; Institute for Biochemistry und Biology, University of Potsdam, Maulbeerallee 2, Potsdam, 14469, Germany.
authors.forename: Christine
authors.initials: C
authors.lastname: Hüttl
authors.forename: Cornelia
authors.initials: C
authors.lastname: Hettrich
authors.forename: Melanie
authors.initials: M
authors.lastname: Riedel
authors.forename: Petra
authors.initials: P
authors.lastname: Henklein
authors.forename: Harshadrai
authors.initials: H
authors.lastname: Rawel
authors.forename: Frank F
authors.initials: FF
authors.lastname: Bier
mesh_terms: D000595:Amino Acid Sequence; D000906:Antibodies / Q000276:immunology*; D000937:Antigen-Antibody Reactions; D002384:Catalysis; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D061565:Cycloaddition Reaction; D050091:Dendrimers / Q000737:chemistry*; D007700:Kinetics; D008239:Lysine / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000276:immunology; D060327:Solid-Phase Synthesis Techniques; D020349:Surface Plasmon Resonance
chemical_list: D000906:Antibodies; D050091:Dendrimers; D010455:Peptides; D003300:Copper; D008239:Lysine
keywords: click chemistry; lysine dendron; peptide mimotopes; solid-phase peptide synthesis; surface plasmon resonance