Issue 28, 2014

Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks

Abstract

Applying psoralen interstrand crosslinks for the photoactivation of nucleic acids is a new concept. To find chromophores that can efficiently stimulate crosslink repair we screened several pyrenes and appended them to peptide nucleic acids for their site-selective addressing. Even though pyrenes conjugated to uracil revealed desirable spectroscopic properties they were not effective in crosslink reversal. In contrast, bare pyrenes are well suitable for crosslink repair with 350 nm light showing an uncaging efficiency similar to classical photocaging groups.

Graphical abstract: Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks

Supplementary files

Article information

Article type
Paper
Submitted
20 Mar 2014
Accepted
22 May 2014
First published
23 May 2014
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2014,12, 5260-5266

Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks

J. M. Stadler and T. Stafforst, Org. Biomol. Chem., 2014, 12, 5260 DOI: 10.1039/C4OB00603H

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