Probing the Folding of Peptide–Polymer Conjugates Using the π-Dimerization of Viologen End-Groups

Ronja Otter; Pol Besenius

doi:10.1055/s-0040-1710343

CC BY-NC-ND 4.0 · Organic Materials 2020; 02(02): 143-148
DOI: 10.1055/s-0040-1710343

Focus Issue: Structure to Function in Supramolecular Polymers and Materials

Short Communication

The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/). (2020) The Author(s).

Probing the Folding of Peptide–Polymer Conjugates Using the π-Dimerization of Viologen End-Groups

Ronja Otter

^aDepartment of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany

,

Pol Besenius

^aDepartment of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany

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Abstract

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Abstract

The synthesis of a foldable viologen-functionalized peptide–polymer conjugate is presented. The ABA-type triblock conjugate with a PEG polymer was capped with a FHFHF pentapeptide sequence and further modified with a viologen building block at both chain ends. The pH-responsive peptide domains fold into an intermediate structure inducing close proximity of the viologen units, which upon a reduction step form π-dimers of the radical cation. Overall the intramolecular folding and intermolecular self-assembly process leads to the formation of supramolecular nanorods. Mixing of viologen-peptide–polymer conjugates with unfunctionalized conjugates leads to crosslinking of the nanorods and hydrogels with a tunable content of viologen end groups. π-Dimerization in the gels induces a deep purple color, which is used as an optical probe to monitor the diffusion of molecular oxygen through the hydrogel matrix.

Key words

supramolecular materials - stimuli-responsive polymers - electrochromism - peptide conjugation - hydrogel

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References

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