Issue 41, 2022

Ferrocene as a potential electrochemical reporting surrogate of abasic sites in DNA

Abstract

Methods for the real-time monitoring of the substrate acceptance of modified nucleotides by DNA polymerases are in high demand. In a step towards this aim, we have incorporated ferrocene-based abasic nucleotides into DNA templates and evaluated their compatibility with enzymatic synthesis of unmodified and modified DNA. All canonical nucleotides can be incorporated opposite ferrocene sites with a strong preference for purines. DNA polymerases with lesion-bypass capacity such as Dpo4 allow DNA synthesis to be resumed beyond the site of incorporation. Modified purine nucleotides can readily be incorporated opposite ferrocene basic site analogs, while pyrimidine nucleotides decorated with simple side-chains are also readily tolerated. These findings open up directions for the design of electrochemical sensing devices for the monitoring of enzymatic synthesis of natural or modified DNA.

Graphical abstract: Ferrocene as a potential electrochemical reporting surrogate of abasic sites in DNA

Supplementary files

Article information

Article type
Paper
Submitted
25 Aug 2022
Accepted
04 Oct 2022
First published
05 Oct 2022
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2022,20, 8125-8135

Ferrocene as a potential electrochemical reporting surrogate of abasic sites in DNA

C. Figazzolo, Y. Ma, J. H. R. Tucker and M. Hollenstein, Org. Biomol. Chem., 2022, 20, 8125 DOI: 10.1039/D2OB01540D

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