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Issue 14, 2019

Oligopeptide-CB[8] complexation with switchable binding pathways

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Abstract

Host–guest complexes exhibiting a 1 : 1 binding stoichiometry need not consist of a single host and guest. A series of oligopeptides, which were previously reported to have abnormally high binding enthalpies were investigated to deduce whether they exist as a 2 : 2 quaternary or a 1 : 1 binary complex with cucurbit[8]uril (CB[8]). Through a systematic study of the sequence-specific binding pathways of peptide-CB[8] association, a phenylalanine-leucine dipeptide was found to be capable of switching from a 1 : 1 stoichiometric complex to a 2 : 1 complex. By studying the differences in size-based diffusion properties of these two binding modes, the presence of a 1 : 1 pairwise inclusion complex was verified for the regime where CB[8] is in excess. Findings in this study can be utilised to ‘customise’ the precise CB[8]-oligopeptide self-assembly pathway, acting as a useful toolbox in the design of supramolecular systems.

Graphical abstract: Oligopeptide-CB[8] complexation with switchable binding pathways

Supplementary files

Article information


Submitted
12 Mar 2019
Accepted
13 Mar 2019
First published
19 Mar 2019

Org. Biomol. Chem., 2019,17, 3514-3520
Article type
Paper

Oligopeptide-CB[8] complexation with switchable binding pathways

G. Wu, D. E. Clarke, C. Wu and O. A. Scherman, Org. Biomol. Chem., 2019, 17, 3514 DOI: 10.1039/C9OB00592G

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