Pyrene-modified guanosine as fluorescent probe for DNA modulated by charge transfer

Wanninger-Weiss, Claudia and Valis, Linda and Wagenknecht, Hans-Achim (2008) Pyrene-modified guanosine as fluorescent probe for DNA modulated by charge transfer. BIOORGANIC & MEDICINAL CHEMISTRY, 16 (1). pp. 100-106. ISSN 0968-0896,

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Abstract

8 -(Pyren-1-yl)-2'-deoxyguano sine (Py-G) was incorporated synthetically as a modified DNA base and optical probe into oligonucleotides. A variety of Py-G-modified DNA duplexes have been investigated by methods of optical spectroscopy. The DNA duplex hybridization can be observed by both fluorescence and absorption spectroscopy since the Py-G group exhibits altered properties in single strands versus double strands for both spectroscopy methods. The fluorescence enhancement upon DNA hybridization can be improved significantly by the presence of 7-deazaguanin as an additional modification and charge acceptor three bases away from the Py-G modification site. Moreover, Py-G in DNA can be applied as a photoinducable donor for charge transfer processes when indol is present as an artificial DNA base and charge acceptor. Correctly base-paired duplexes can be discriminated from mismatched ones by comparison of their fluorescence quenching. (C) 2007 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: REDUCTIVE ELECTRON-TRANSFER; MOLECULAR BEACONS; ENERGY-TRANSFER; BASE; HYBRIDIZATION; MISMATCHES; PHENANTHRIDINIUM; NUCLEOSIDES; RADICALS; GUANINE;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Prof. Dr. Hans-Achim Wagenknecht
Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors
Depositing User: Dr. Gernot Deinzer
Date Deposited: 11 Nov 2020 09:25
Last Modified: 11 Nov 2020 09:25
URI: https://pred.uni-regensburg.de/id/eprint/31561

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