Issue 6, 2021

Thermally reversible and irreversible interstrand photocrosslinking of 5-chloro-2′-deoxy-4-thiouridine modified DNA oligonucleotides

Abstract

We describe highly efficient interstrand photocrosslinking of a DNA duplex containing 5-chloro-2′-deoxy-4-thiouridine (ClSdU) in one strand, proceeding via a two-step photochemical cascade, involving the formation of a thermally reversible crosslink between ClSdU and thymidine in the target strand and its subsequent conversion to a thermally stable fluorescent crosslink. These results show that ClSdU has great potential to be a valuable DNA photo-crosslinking reagent for chemical biology applications.

Graphical abstract: Thermally reversible and irreversible interstrand photocrosslinking of 5-chloro-2′-deoxy-4-thiouridine modified DNA oligonucleotides

Supplementary files

Article information

Article type
Communication
Submitted
03 Dec 2020
Accepted
20 Jan 2021
First published
21 Jan 2021

Org. Biomol. Chem., 2021,19, 1292-1295

Thermally reversible and irreversible interstrand photocrosslinking of 5-chloro-2′-deoxy-4-thiouridine modified DNA oligonucleotides

J. Nowak-Karnowska, K. Zielińska, J. Milecki and B. Skalski, Org. Biomol. Chem., 2021, 19, 1292 DOI: 10.1039/D0OB02422H

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