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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
a   Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany
,
Pol Besenius 
a   Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany
› Author Affiliations Funding Information We acknowledge support from the DFG (CRC 1066).
Further Information

Publication History

Received: 08 March 2020

Accepted after revision: 31 March 2020

Publication Date:
07 May 2020 (online)

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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

Supporting Information

Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1710343.


Supporting Information

 

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