Issue 93, 2019
From the journal:

Chemical Communications

Inhibiting guanine oxidation and enhancing the excess-electron-transfer efficiency of a pyrene-modified oligonucleotide by introducing an electron-donating group on pyrene†

Takumi Okuda,a   Yusuke Kawashima,a   Yuuya Kasahara, ORCID logo ab   Tatsuya Takagi,a   Junpei Yamamoto, ORCID logo c   Shigenori Iwaic  and  Satoshi Obika ORCID logo *ab  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan
E-mail: obika@phs.osaka-u.ac.jp

b National Institutes of Biomedical Innovation, Health and Nutrition (NIBIOHN), 7-6-8 Saito-Asagi, Ibaraki, Osaka 567-0085, Japan

c Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, Japan

Abstract

The introduction of an electron-donating group (e.g., methoxy or piperidinyl) onto the pyrene moiety of 5-(pyrenylethynyl)-2′-deoxyuridine (PyU) increases its DNA-mediated reductive electron-transfer efficiency. In addition, these modifications dramatically inhibit photoinduced guanine oxidation.

Graphical abstract: Inhibiting guanine oxidation and enhancing the excess-electron-transfer efficiency of a pyrene-modified oligonucleotide by introducing an electron-donating group on pyrene

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C9CC06498B
Article type
Communication
Submitted
21 Aug 2019
Accepted
16 Oct 2019
First published
23 Oct 2019

Chem. Commun., 2019,55, 14062-14065

Permissions

Request permissions

Inhibiting guanine oxidation and enhancing the excess-electron-transfer efficiency of a pyrene-modified oligonucleotide by introducing an electron-donating group on pyrene

T. Okuda, Y. Kawashima, Y. Kasahara, T. Takagi, J. Yamamoto, S. Iwai and S. Obika, Chem. Commun., 2019, 55, 14062 DOI: 10.1039/C9CC06498B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements