Size-specific interactions between single- and double-stranded oligonucleotides and cationic water-soluble oligofluorenes
Size-specific interactions between single- and double-stranded oligonucleotides and cationic water-soluble oligofluorenes
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DOI：
10.1002/adfm.200304339
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发表时间：
2003-06-01
影响因子：
19
通讯作者：
Bazan, GC
中科院分区：
文献类型：
--
作者：
Wang, S;Liu, B;Bazan, GC
提出了一种改进的合成方法，用于合成1,4-二[9',9'-二（6"-（N，N，N-三甲基铵）-己基）芴-2'-基]四溴化苯（1a）， 1,4-二[9',9'；9',9' -四（6 ' '-（N，N，N-三甲基铵）-己基）-7',2 '-双氟-2'-基)苯八溴胺（1b）和1,4-二[9',9';9 ',9；9“9”-hexakis(6“- (N, N, N-trimethylammonium)己基)7“,2”,7“,2”-trifluoren-2 yl)苯dodecabromide (1 c)。这些分子提供了一系列大小特定的水溶性低聚芴分子，其重复单元的数量不断增加，以模拟阳离子共轭聚合物和DNA之间的相互作用。荧光猝灭和能量转移测量用la-c和单链（ss） DNA和双链（ds） DNA，有和没有荧光素（Fl）。这些研究表明，在每负电荷的基础上，ssDNA比dsDNA更有效地抑制1a-c的排放。此外，我们发现能量转移比dsDNA-Fl/ssDNA-Fl依赖于1a-c中重复单元的数量。
An improved synthetic approach Was developed for the synthesis of 1,4-bis[9',9'-bis(6"-(N,N,N-trimethylammonium)-hexyl)fluoren-2'-yl]benzene tetrabromide (1a), 1,4-bis[9',9'.;9",9"-tetra(6"'-(N,N,N-trimethylammonium)-hexyl)-7',2"-bisfluoren-2'-yl] benzene octabromide (1b) and 1,4-bis[9',9';9",9;9"',9'''-hexakis(6""-(N,N,N-trimethylammonium)-hexyl)-7',2",7",2'''-trifluoren-2'-yl] benzene dodecabromide (1c). These molecules provide a size-specific series of water-soluble oligofluorene molecules with increasing numbers of repeat units to model the interactions between cationic conjugated polymers and DNA. Fluorescence quenching and energy-transfer measurements were performed with la-c and single-stranded (ss) DNA and double-stranded (ds) DNA, with and without fluorescein (Fl). These studies show that, on a per-negative-charge basis, ssDNA quenches the emission of 1a-c more effectively than dsDNA. Furthermore, we show that the energy-transfer ratios dsDNA-Fl/ssDNA-Fl are dependent on the number of repeat units in 1a-c.