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

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

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-11, Vol.55 (93), p.1462-1465
Hauptverfasser: Okuda, Takumi, Kawashima, Yusuke, Kasahara, Yuuya, Takagi, Tatsuya, Yamamoto, Junpei, Iwai, Shigenori, Obika, Satoshi
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Sprache:eng
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Zusammenfassung:The introduction of an electron-donating group ( e.g. , methoxy or piperidinyl) onto the pyrene moiety of 5-(pyrenylethynyl)-2-deoxyuridine ( Py U ) increases its DNA-mediated reductive electron-transfer efficiency. In addition, these modifications dramatically inhibit photoinduced guanine oxidation. PipPy U and OMePy U enhance the reduction efficiency without oxidizing guanine in DNA-mediated electron transfer.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc06498b