6533b81ffe1ef96bd1279051

RESEARCH PRODUCT

Supramolecular polymerization of sulfated dendritic peptide amphiphiles into multivalent L-selectin binders

David StraßburgerSvenja HerzigerPol BeseniusKatharina HuthRainer HaagMoritz Urschbach

subject

Circular dichroismSupramolecular chemistryPeptidemacromolecular substancesFull Research Paperlcsh:QD241-441lcsh:Organic chemistryAmphiphilePeptide amphiphilelcsh:Sciencel-selectin binderssupramolecular polymerschemistry.chemical_classificationOrganic Chemistrytechnology industry and agriculture547multivalencyCombinatorial chemistryself-assembly in waterSupramolecular polymersChemistry500 Naturwissenschaften und Mathematik::540 Chemie::547 Organische ChemiechemistryPolymerizationIonic strengthlcsh:Q

description

The synthesis of a sulfate-modified dendritic peptide amphiphile and its self-assembly into one-dimensional rod-like architectures in aqueous medium is reported. The influence of the ionic strength on the supramolecular polymerization was probed via circular dichroism spectroscopy and cryogenic transmission electron microscopy. Physiological salt concentrations efficiently screen the charges of the dendritic building block equipped with eight sulfate groups and trigger the formation of rigid supramolecular polymers. Since multivalent sulfated supramolecular structures mimic naturally occurring L-selectin ligands, the corresponding affinity was evaluated using a competitive SPR binding assay and benchmarked to an ethylene glycol-decorated supramolecular polymer.

https://doi.org/10.3762/bjoc.17.10