Characterization of 2-Fluoro-2'-deoxyadenosine in Duplex, G-Quadruplex and i-Motif

被引：0
作者：
Hirashima, Shingo [1 ]
Sugiyama, Hiroshi [1 ,2 ]
Park, Soyoung [3 ]
机构：
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kitashirakawa Oiwakecho, Kyoto 6068502, Japan
[2] Kyoto Univ, Inst Integrated Cell Mat Sci WPI iCeMS, Sakyo Ku, Yoshida Ushinomiyacho, Kyoto 6068501, Japan
[3] Osaka Univ, Immunol Frontier Res Ctr WPI iFReC, Yamadaoka 3-1, Suita, Osaka 5650871, Japan
来源：
CHEMBIOCHEM | 2022年 / 23卷 / 12期
关键词：
fluorinated nucleosides; adenosine analogues; 2-fluoroadenine; 2-fluoro-2'-deoxyadenosine; nucleic acids; F-19; NMR; THERMAL-STABILITY; DNA; FLUORINE; NUCLEOSIDE; PROBE; ADENINE; DESIGN; ION;
D O I：
10.1002/cbic.202200222
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Among various kinds of fluorine-substituted biomolecules, 2-fluoroadenine (2FA) and its derivatives have been actively investigated as therapeutic reagents, radio-sensitizers, and F-19 NMR probes. In spite of their excellent properties, DNA containing 2FA has not been studied well. For fundamental understanding and future applications to the development of functional nucleic acids, we characterized 2FA-containing oligonucleotides for canonical right-handed DNA duplex, G-quadruplex, and i-motif structures. Properties of 2FA were similar to native adenine due to the small size of the fluorine atom, but it showed unique features caused by high electronegativity. This work provides useful information for future application of 2FA-modified DNA.
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页数：7
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