Overview of DNA Minor Groove-Binding Synthetic Small Molecules and Photochemistry of BrU-Substituted DNA

Chapter
Part of the Springer Theses book series (Springer Theses)

Abstract

DNA was the first defined target for the anticancer drugs. Targeting DNA with small molecules for therapeutic applications is in increasing demand. Pyrrole–imidazole polyamide is one such molecule, which has shown promising selectivity for specific DNA sequences of the genome. This can bind to the minor groove DNA in a sequence-specific manner and the binding efficiency is comparable to the natural transcription factors. This molecule was used extensively to study gene regulations. In the first part of this thesis, development of this small molecule for specific gene activation is demonstrated for the purpose of regenerative medicine. In the second part, the photochemistry of BrU-labeled DNA is used to develop BrU-based detection assay. Several applications of this photochemistry are demonstrated such as the development of a photo-footprinting technique to identify the binding sites of pyrrole–imidazole polyamides. This photochemistry is also used for detection of cooperative binding of transcription factors on BrU-labeled regulatory element and the double-strand breaks in BrU-labeled DNA by Hoechst 33258. The photochemical methods described in this thesis are useful for studying small molecules and proteins binding on DNA.

Keywords

Molecular recognition Pyrrole–imidazole polyamide Transcriptional activator 5-Bromouracil UV irradiation Photochemistry 

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© Springer Nature Singapore Pte Ltd. 2018

Authors and Affiliations

  1. 1.Institute CurieOrsayFrance

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