Publication detail

Complex Biophysical and Computational Analyses of G‐Quadruplex Ligands: The Porphyrin Stacks Back

GIUSEPPE, S. TRAJKOVSKI, M. CANTARA, A. MURA, M. MELONI, C. GIULIA, O. DOBROVOLNÁ, M. PISANO, L. GASPA, S. SALIS, A. DE LUCA, L. MOCCI, F. BRAZDA, V. PLAVEC, J. CARRARO, M.

Original Title

Complex Biophysical and Computational Analyses of G‐Quadruplex Ligands: The Porphyrin Stacks Back

Type

journal article in Web of Science

Language

English

Original Abstract

G-quadruplexes (G4 s), as non-canonical DNA structures, attracta great deal of research interest in the molecular biology as wellas in the material science fields. The use of small molecules asligands for G-quadruplexes has emerged as a tool to regulategene expression and telomeres maintenance. Meso-tetrakis-(N-methyl-4-pyridyl) porphyrin (TMPyP4) was shown as one of thefirst ligands for G-quadruplexes and it is still widely used. Wereport an investigation comprising molecular docking anddynamics, synthesis and multiple spectroscopic and spectro-metric determinations on simple cationic porphyrins and theirinteraction with different DNA sequences. This study enabledthe synthesis of tetracationic porphyrin derivatives that ex-hibited binding and stabilizing capacity against G-quadruplexstructures; the detailed characterization has shown that thepresence of amide groups at the periphery improves selectivityfor parallel G4 s binding over other structures. Taking intoaccount the ease of synthesis, 5,10,15,20-tetrakis-(1-acetamido-4-pyridyl) porphyrin bromide could be considered a betteralternative to TMPyP4 in studies involving G4 binding.

Keywords

DNA, G-quadruplexes, Molecular dynamics, Molecular recognition, NMR

Authors

GIUSEPPE, S.; TRAJKOVSKI, M.; CANTARA, A.; MURA, M.; MELONI, C.; GIULIA, O.; DOBROVOLNÁ, M.; PISANO, L.; GASPA, S.; SALIS, A.; DE LUCA, L.; MOCCI, F.; BRAZDA, V.; PLAVEC, J.; CARRARO, M.

Released

18. 9. 2024

ISBN

0947-6539

Periodical

CHEMISTRY-A EUROPEAN JOURNAL

Year of study

30

Number

62

State

Federal Republic of Germany

Pages count

13

URL

https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202402600

BibTex

@article{BUT190100,
  author="GIUSEPPE, S. and TRAJKOVSKI, M. and CANTARA, A. and MURA, M. and MELONI, C. and GIULIA, O. and DOBROVOLNÁ, M. and PISANO, L. and GASPA, S. and SALIS, A. and DE LUCA, L. and MOCCI, F. and BRAZDA, V. and PLAVEC, J. and CARRARO, M.",
  title="Complex Biophysical and Computational Analyses of G‐Quadruplex Ligands: The Porphyrin Stacks Back",
  journal="CHEMISTRY-A EUROPEAN JOURNAL",
  year="2024",
  volume="30",
  number="62",
  pages="13",
  doi="10.1002/chem.202402600",
  issn="0947-6539",
  url="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202402600"
}