Chirality sensing of terpenes, steroids, amino acids, peptides and drugs with acyclic cucurbit[n]urils and molecular tweezers

Amrutha Prabodh; Daniel Bauer; Stefan Kubik; Philipp Rebmann; Frank Gerritt Klärner; Thomas Schrader; Lorenzo Delarue Bizzini; Marcel Mayor; Frank Biedermann

doi:10.1039/D0CC00707B

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Chirality sensing of terpenes, steroids, amino acids, peptides and drugs with acyclic cucurbit[n]urils and molecular tweezers†

Amrutha Prabodh,

^a Daniel Bauer,^b Stefan Kubik,

^b Philipp Rebmann,^c Frank Gerritt Klärner,^c Thomas Schrader,

^c Lorenzo Delarue Bizzini,

^d Marcel Mayor

^ad and Frank Biedermann

*^a

Author affiliations

* Corresponding authors

^a Karlsruhe Institute of Technology (KIT), Institute of Nanotechnology (INT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany
E-mail: frank.biedermann@kit.edu

^b Technische Universität Kaiserslautern, Fachbereich Chemie – Organische Chemie, Erwin-Schrödinger-Straße, 67663 Kaiserslautern, Germany

^c University of Duisburg-Essen, Faculty of Chemistry, Universitätsstr. 7, 45117 Essen, Germany

^d University of Basel, Department of Chemistry, St. Johanns-Ring 19, 4056 Basel, Switzerland

Abstract

Achiral chromophoric hosts, i.e. acyclic cucurbit[n]urils and molecular tweezers, were found to respond with characteristic Circular Dichroism (CD) spectra to the presence of micromolar concentrations of chiral hydrocarbons, terpenes, steroids, amino acids and their derivates, and drugs in water. In favourable cases, this allows for analyte identification or for reaction monitoring.

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Article information

DOI: https://doi.org/10.1039/D0CC00707B
Article type: Communication
Submitted: 27 Jan 2020
Accepted: 24 Feb 2020
First published: 25 Feb 2020
This article is Open Access

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Chem. Commun., 2020,56, 4652-4655

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Chirality sensing of terpenes, steroids, amino acids, peptides and drugs with acyclic cucurbit[n]urils and molecular tweezers

A. Prabodh, D. Bauer, S. Kubik, P. Rebmann, F. G. Klärner, T. Schrader, L. Delarue Bizzini, M. Mayor and F. Biedermann, Chem. Commun., 2020, 56, 4652 DOI: 10.1039/D0CC00707B

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Chemical Communications

Chirality sensing of terpenes, steroids, amino acids, peptides and drugs with acyclic cucurbit[n]urils and molecular tweezers†

Abstract

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Chirality sensing of terpenes, steroids, amino acids, peptides and drugs with acyclic cucurbit[n]urils and molecular tweezers

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