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Small-Molecule-Based Self-Assembled Ligands for G-Quadruplex DNA Surface Recognition.

María Del C Rivera-Sánchez1, Marilyn García-Arriaga1, Gerard Hobley1

  • 1Department of Chemistry and Molecular Sciences Research Center, University of Puerto Rico at Río Piedras, San Juan, Puerto Rico 00926, United States.

ACS Omega
|November 7, 2017
PubMed
Summary
This summary is machine-generated.

Researchers developed novel self-assembled ligands (SALs) from modified nucleosides that precisely recognize and stabilize G-quadruplex DNA (QDNA). These SALs offer a new strategy for targeting specific DNA structures in biological systems.

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Area of Science:

  • Supramolecular Chemistry
  • Medicinal Chemistry
  • Molecular Biology

Background:

  • Small molecules are common drugs due to favorable properties but struggle with biomolecular surface recognition.
  • Developing ligands that can precisely target complex biological surfaces remains a significant challenge in drug discovery.
  • Self-assembled ligands (SALs) offer a potential solution by forming specific structures before binding.

Purpose of the Study:

  • To design and synthesize novel 8-aryl-2 eal-deoxyguanosine derivatives as potential SALs.
  • To investigate the self-assembly of these derivatives into supramolecular G-quadruplexes (SGQs).
  • To evaluate the ability of SGQs to recognize and stabilize specific G-quadruplex DNA (QDNA) structures.

Main Methods:

  • Synthesis of 8-aryl-2 eal-deoxyguanosine derivatives.
  • Characterization of self-assembled supramolecular G-quadruplexes (SGQs) using spectroscopic, calorimetric, and light scattering techniques.
  • Assessment of SGQ binding and stabilization of G-quadruplex DNA (QDNA) using fluorescence resonance energy-transfer (FRET) melting assays.

Main Results:

  • The synthesized derivatives self-assembled into precise hydrophilic supramolecular G-quadruplexes (SGQs).
  • Only compounds forming SGQs exhibited self-assembled ligand (SAL) activity.
  • SGQs demonstrated size, shape, and charge complementarity to G-quadruplex DNA (QDNA).
  • A "sandwich-like" complex (QDNA·SGQ·QDNA) was formed, stabilizing QDNAs from oncogene promoters and telomeric regions.

Conclusions:

  • Novel self-assembled ligands (SALs) based on modified deoxyguanosine derivatives have been developed.
  • These SALs form supramolecular G-quadruplexes (SGQs) capable of precise recognition and stabilization of G-quadruplex DNA (QDNA).
  • This approach provides a promising strategy for targeting G-quadruplex DNA and potentially other biomolecular surfaces.