Synthesis and properties of new fluorescent nucleosides and oligodeoxynucleotides derived from 5-formyl-2'-deoxyuridine.

Wataru Hirose, Kousuke Sato, Akira Matsuda
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引用次数: 3

Abstract

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.

5-甲酰基-2'-脱氧尿苷新荧光核苷和寡脱氧核苷酸的合成与性质
5-甲酰基-2'-脱氧尿苷(fdUrd)是胸腺嘧啶氧化的产物,已知可诱导DNA突变(a:T到G:C)。因此,需要一种选择性检测fdUrd的方法,但尚未开发出方便的方法。我们计划开发一种新的选择性方法来检测受损DNA中的fdUrd,基于fdUrd的特定荧光衍生化,使用2-氨基噻吩衍生物(ATs)作为荧光试剂。为了实现这一目标,我们首先研究了一些5-(苯并噻唑-2-基)-2'-脱氧尿嘧啶衍生物(btdUrds)的合成和荧光性质。我们还报道了含有fdUrd和ATs的寡脱氧核苷酸(ODNs)之间的反应。
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