In:
Angewandte Chemie International Edition, Wiley, Vol. 61, No. 26 ( 2022-06-27)
Abstract:
We introduce a versatile recognition tunneling technique using doubly cucurbit[7]uril‐functionalized electrodes to form supramolecular junctions that capture analytes dynamically by host–guest complexation. This results in characteristic changes in their single‐molecule conductance. For structurally related drug molecules (camptothecin, sanguinarine, chelerythrine, and berberine) and mixtures thereof, we observed distinct current switching signals related to their intrinsic conductance properties as well as pH‐dependent effects which can be traced back to their different states (protonated versus neutral). The conductance variation of a single molecule with pH shows a sigmoidal distribution, allowing us to extract a p K a value for reversible protonation, which is consistent with the reported macroscopic results. The new electronic method allows the characterization of unmodified drug molecules and showcases the transfer of dynamic supramolecular chemistry principles to single molecules.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202203830
Language:
English
Publisher:
Wiley
Publication Date:
2022
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7
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