Fluorescent 5-alkynyl-2′-deoxyuridines:: High emission efficiency of a conjugated perylene nucleoside in a DNA duplex

被引:47
作者
Skorobogatyi, Mikhail V.
Malakhov, Andrei D.
Pchelintseva, Anna A.
Turban, Alexander A.
Bondarev, Stanislav L.
Korshun, Vladimir A.
机构
[1] Shemyakin Ovchinnikov Inst Bioorgan Chem, Moscow 117997, Russia
[2] Inst Atom & Mol Phys, Minsk 220072, BELARUS
关键词
luminescence; nucleic acid hybridization; nucleosides; perylene; pyrene;
D O I
10.1002/cbic.200600040
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
Four fluorescent 5-alkynyt-2'-deoxyuridines were studied in DNA oligonucleotides and their duplexes. The fluorescence response to hybridization differs dramatically for nucleosides containing a perylene fluorochrome either conjugated or not conjugated to the nucleobase. The conjugated nucleoside, 5-(perylen-3-ylethynyl)-2'-deoxyuridine, shows enhanced long-wavelength emission in the DNA duplex, in contrast to the blue fluorescence of perylene on a flexible linker (in 5-[(perylen-3-yl)methoxyprop-1-ynyl]-2'-deoxyuridine), which is quenched upon duplex formation.
引用
收藏
页码:810 / 816
页数:7
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