Impact of Multimeric Ferrocene-containing Cyclodecapeptide Scaffold on Host-Guest Interactions at a β-Cyclodextrin Covered Surface

Chemphyschem. 2021 Nov 4;22(21):2231-2239. doi: 10.1002/cphc.202100469. Epub 2021 Aug 23.

Abstract

Among non-covalent bonds, the host-guest interaction is an attractive way to attach biomolecules to solid surfaces since the binding strength can be tuned by the nature of host and guest partners or through the valency of the interaction. For that purpose, we synthesized cyclodecapeptide scaffolds exhibiting in a spatially controlled manner two independent domains enabling the multimeric presentation of guest molecules on one face and the other face enabling the potential grafting of a biomolecule of interest. In this work, we were interested in the β-cyclodextrin/ferrocene inclusion complex formed on β-CD monolayers functionalized surfaces. By using surface sensitive techniques such as quartz crystal microbalance and surface plasmon resonance, we quantified the influence of the guest valency on the stability of the inclusion complexes. The results show a drastic enhancement of the affinity with the gradual increase of guest valency. Considering that the sequential binding events are equal and independent, we applied the multivalent model developed by the Huskens group to extract intrinsic binding constants and an effective concentration of host.

Keywords: SAM surface; cyclodextrin; ferrocene; host-guest interaction; multivalency.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Metallocenes / chemistry*
  • Molecular Structure
  • Peptides, Cyclic / chemical synthesis
  • Peptides, Cyclic / chemistry*
  • Surface Properties
  • beta-Cyclodextrins / chemistry*

Substances

  • Metallocenes
  • Peptides, Cyclic
  • beta-Cyclodextrins