Title

Synthesis of Thiazole Orange derivatives as DNA G-quadruplex binding ligands

Poster Number

23

Lead Author Major

Chemistry

Format

Poster Presentation

Faculty Mentor Name

Liang Xue

Faculty Mentor Department

Chemistry

Abstract/Artist Statement

G-quadruplex, a unique DNA secondary structure that inhibits the telomerase activity at the end of the chromosomes, has become a novel target in oncology in recent years. The formation of G-quadruplex structures is facilitated by small molecules (G-quadruplex binding ligands) that contain extended and fused aromatic rings. Thiazole Orange (TO), an example of G-quadruplex binding ligands, is known to bind to both DNA duplex and G-quadruplex. Upon binding, TO fluoresces, which makes it an attractive probe for studying ligand-DNA interactions. However, the selectivity of TO binding to DNA duplex and G-quadruplex is minimal. In the present work, we sought to investigate the feasibility to increase the TO selectivity toward G-quadruplex DNA by introducing side chains to enhance the binding specificity. TO derivatives containing various side chains were synthesized and their binding to G-quadruplex DNA was evaluated using UV denaturation. The synthesis of TO derivatives and biophysical measurements will be presented.

Location

DeRosa University Center, Ballroom

Start Date

21-4-2011 6:00 PM

End Date

21-4-2011 8:00 PM

This document is currently not available here.

Share

COinS
 
Apr 21st, 6:00 PM Apr 21st, 8:00 PM

Synthesis of Thiazole Orange derivatives as DNA G-quadruplex binding ligands

DeRosa University Center, Ballroom

G-quadruplex, a unique DNA secondary structure that inhibits the telomerase activity at the end of the chromosomes, has become a novel target in oncology in recent years. The formation of G-quadruplex structures is facilitated by small molecules (G-quadruplex binding ligands) that contain extended and fused aromatic rings. Thiazole Orange (TO), an example of G-quadruplex binding ligands, is known to bind to both DNA duplex and G-quadruplex. Upon binding, TO fluoresces, which makes it an attractive probe for studying ligand-DNA interactions. However, the selectivity of TO binding to DNA duplex and G-quadruplex is minimal. In the present work, we sought to investigate the feasibility to increase the TO selectivity toward G-quadruplex DNA by introducing side chains to enhance the binding specificity. TO derivatives containing various side chains were synthesized and their binding to G-quadruplex DNA was evaluated using UV denaturation. The synthesis of TO derivatives and biophysical measurements will be presented.