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Recognition of Nucleic Acid Junctions Using Triptycene‐Based Molecules
Author(s) -
Barros Stephanie A.,
Chenoweth David M.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201407061
Subject(s) - nucleic acid , small molecule , dna , chemistry , rna , triptycene , molecule , biophysics , nanotechnology , biochemistry , biology , materials science , gene , organic chemistry
The modulation of nucleic acids by small molecules is an essential process across the kingdoms of life. Targeting nucleic acids with small molecules represents a significant challenge at the forefront of chemical biology. Nucleic acid junctions are ubiquitous structural motifs in nature and in designed materials. Herein, we describe a new class of structure‐specific nucleic acid junction stabilizers based on a triptycene scaffold. Triptycenes provide significant stabilization of DNA and RNA three‐way junctions, providing a new scaffold for the development of nucleic acid junction binders with enhanced recognition properties. Additionally, we report cytotoxicity and cell uptake data in two human ovarian carcinoma cell lines.