Jump to main content
Jump to site search

Issue 26, 2021
Previous Article Next Article

Rational design of a photoswitchable DNA glue enabling high regulatory function and supramolecular chirality transfer

Author affiliations

Abstract

Short, complementary DNA single strands with mismatched base pairs cannot undergo spontaneous formation of duplex DNA (dsDNA). Mismatch binding ligands (MBLs) can compensate this effect, inducing the formation of the double helix and thereby acting as a molecular glue. Here, we present the rational design of photoswitchable MBLs that allow for reversible dsDNA assembly by light. Careful choice of the azobenzene core structure results in excellent band separation of the E and Z isomers of the involved chromophores. This effect allows for efficient use of light as an external control element for duplex DNA formation and for an in-depth study of the DNA–ligand interaction by UV-Vis, SPR, and CD spectroscopy, revealing a tight mutual interaction and complementarity between the photoswitchable ligand and the mismatched DNA. We also show that the configuration of the switch reversibly dictates the conformation of the DNA strands, while the dsDNA serves as a chiral clamp and translates its chiral information onto the ligand inducing a preference in helical chirality of the Z isomer of the MBLs.

Graphical abstract: Rational design of a photoswitchable DNA glue enabling high regulatory function and supramolecular chirality transfer

Back to tab navigation

Supplementary files

Article information


Submitted
20 Apr 2021
Accepted
22 May 2021
First published
27 May 2021

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2021,12, 9207-9220
Article type
Edge Article

Rational design of a photoswitchable DNA glue enabling high regulatory function and supramolecular chirality transfer

N. A. Simeth, S. Kobayashi, P. Kobauri, S. Crespi, W. Szymanski, K. Nakatani, C. Dohno and B. L. Feringa, Chem. Sci., 2021, 12, 9207 DOI: 10.1039/D1SC02194J

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements