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Molecules 2015, 20(9), 16446-16465; doi:10.3390/molecules200916446

Synthesis and Evaluation of a Rationally Designed Click-Based Library for G-Quadruplex Selective DNA Photocleavage

1
Department of Chemistry and Biochemistry, The University of Texas, Austin, TX 78712, USA
2
Division of Medicinal Chemistry, College of Pharmacy, The University of Texas, Austin, TX 78712, USA
*
Author to whom correspondence should be addressed.
Academic Editor: Ramon Eritja
Received: 24 July 2015 / Revised: 22 August 2015 / Accepted: 31 August 2015 / Published: 10 September 2015
(This article belongs to the Special Issue Frontiers in Nucleic Acid Chemistry)
View Full-Text   |   Download PDF [2299 KB, uploaded 10 September 2015]   |  

Abstract

DNA containing repeating G-rich sequences can adopt higher-order structures known as G-quadruplexes (G4). These structures are believed to form within telomeres and the promoter regions of some genes, particularly in a number of proto-oncogenes, where they may play a role in regulating transcription. Alternatively, G4 DNA may act as a barrier to replication. To investigate these potential biological roles, probes that combine highly selective G4 DNA targeting with photocleavage activity can allow temporal detection of G4 DNA, providing opportunities to obtain novel insights about the biological roles of G4 DNA. We have designed, synthesized, and screened a small library of potential selective G-quadruplex DNA photocleavage agents incorporating the G-quadruplex targeting moiety of 360A with known photocleavage groups linked via “click” chemistry. View Full-Text
Keywords: DNA; photocleavage; alkyne-azide click reaction; PAGE DNA; photocleavage; alkyne-azide click reaction; PAGE
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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McBrayer, D.; Kerwin, S.M. Synthesis and Evaluation of a Rationally Designed Click-Based Library for G-Quadruplex Selective DNA Photocleavage. Molecules 2015, 20, 16446-16465.

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