Synthesis and properties of new fluorescent nucleosides and oligodeoxynucleotides derived from 5-formyl-2'-deoxyuridine.
5-Formyl-2'-deoxyuridine (fdUrd) is a product of the oxidation of thymidine and is known to induce mutation (A:T to G:C) in DNA. Therefore, a selective detection method for fdUrd is needed, but convenient methods have not been developed. We planned to develop a novel selective method to detect fdUrd in damaged DNA based on a specific fluorogenic derivatization of fdUrd using 2-aminothiophenol derivatives (ATs) as fluorogenic reagents. To achieve this goal, we first investigated the synthesis and fluorescence properties of some 5-(benzothiazol-2-yl)-2'-deoxyuridine derivatives (btdUrds). We also report the reaction between oligodeoxynucleotides (ODNs) containing fdUrd and ATs.
Hirose
Wataru
W
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Sato
Kousuke
K
Matsuda
Akira
A
D000814:Aniline Compounds / Q000737:chemistry; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*
D000814:Aniline Compounds; D005456:Fluorescent Dyes; D009838:Oligodeoxyribonucleotides; C005464:2-aminothiophenol; C061519:5-formyl-2'-deoxyuridine; D003857:Deoxyuridine