TY  - INPR
A1  - Neitz, Hermann
A1  - Bessi, Irene
A1  - Kuper, Jochen
A1  - Kisker, Caroline
A1  - Höbartner, Claudia
T1  - Programmable DNA interstrand crosslinking by alkene-alkyne [2+2] photocycloaddition
T2  - Journal of the American Chemical Society
N2  - Covalent crosslinking of DNA strands provides a useful tool for medical, biochemical and DNA nanotechnology applications. Here we present a light-induced interstrand DNA crosslinking reaction using the modified nucleoside 5-phenylethynyl-2’-deoxyuridine (\(^{Phe}\)dU). The crosslinking ability of \(^{Phe}\)dU was programmed by base pairing and by metal ion interaction at the Watson-Crick base pairing site. Rotation to intrahelical positions was favored by hydrophobic stacking and enabled an unexpected photochemical alkene-alkyne [2+2] cycloaddition within the DNA duplex, resulting in efficient formation of a \(^{Phe}\)dU-dimer after short irradiation times of a few seconds. A \(^{Phe}\)dU dimer-containing DNA was shown to efficiently bind a helicase complex, but the covalent crosslink completely prevented DNA unwinding, suggesting possible applications in biochemistry or structural biology.
KW  - light-induced interstrand DNA crosslinking
KW  - alkene-alkyne [2+2] photocycloaddition
KW  - DNA-based nanostructures
KW  - DNA-processing enzymes
Y1  - 2023
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-311822
N1  - This document is the unedited Author's version of a Submitted Work that was subsequently accepted for publication in Journal of the American Chemical Society, copyright © 2023 The Authors. Published by American Chemical Society. after peer review. To access the final edited and published work see https://doi.org/10.1021/jacs.3c01611.
ET  - submitted version
ER  -