A1 Refereed original research article in a scientific journal
Covalently Mercurated 6‐Phenylcarbazole Residues Promote Hybridization of Triplex‐Forming Oligonucleotides
Authors: Ukale, Dattatraya Uttam; Lönnberg, Tuomas
Publisher: Wiley
Publishing place: WEINHEIM
Publication year: 2025
Journal: ChemBioChem
Journal name in source: ChemBioChem
Journal acronym: CHEMBIOCHEM
Article number: e202401006
Number of pages: 8
ISSN: 1439-4227
eISSN: 1439-7633
DOI: https://doi.org/10.1002/cbic.202401006
Web address : https://doi.org/10.1002/cbic.202401006
Self-archived copy’s web address: https://research.utu.fi/converis/portal/detail/Publication/485153979
Abstract
Homothymidine DNA oligonucleotides bearing a 3'-terminal 6-phenyl-9H-carbazole C-nucleoside, mercurated at position 1, 8 or both, were synthesized and tested for their potential to form triple helices with homoadenine & sdot; homothymine duplexes. The monomercurated triplex-forming oligonucleotides favored hybridization with fully matched double helices and in some cases considerable increase of the melting temperature could be attributed to Hoogsteen-type Hg(II)-mediated interaction with the homoadenine strand. The dimercurated one, on the other hand, favored hybridization with double helices placing a homo mispair opposite to the carbazole residue, suggesting that simultaneous coordination of each of the two Hg(II) ions to a different strand is only possible in the absence of competition from Watson-Crick base pairing.
Homothymidine DNA oligonucleotides bearing a 3'-terminal 6-phenyl-9H-carbazole C-nucleoside, mercurated at position 1, 8 or both, were synthesized and tested for their potential to form triple helices with homoadenine & sdot; homothymine duplexes. The monomercurated triplex-forming oligonucleotides favored hybridization with fully matched double helices and in some cases considerable increase of the melting temperature could be attributed to Hoogsteen-type Hg(II)-mediated interaction with the homoadenine strand. The dimercurated one, on the other hand, favored hybridization with double helices placing a homo mispair opposite to the carbazole residue, suggesting that simultaneous coordination of each of the two Hg(II) ions to a different strand is only possible in the absence of competition from Watson-Crick base pairing.
Funding information in the publication:
Finnish Cultural Foundation