Synthesis and Fluorescence Properties of 1,1-Dimethyl-1,4-Dihydrodibenzo[b,h][1,6]naphthyridinium Iodides: Turn-on Type Detection of DNA

Synthesis and Fluorescence Properties of 1,1-Dimethyl-1,4-Dihydrodibenzo[b,h][1,6]naphthyridinium Iodides: Turn-on Type Detection of DNA
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1,1-二甲基-1,4-二氢二苯并[b,h][1,6]萘啶鎓碘化物的合成和荧光性质:DNA 的开启型检测

DOI:
10.1002/ejoc.201701277
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发表时间:
2017
影响因子:
2.8
通讯作者:
Fukuda Masatora
Fukuda Masatora
中科院分区:
化学3区
文献类型:
--
作者:
Okuma Kentaro;Oba Akinori;Kuramoto Risa;Iwashita Hidefumi;Nagahora Noriyoshi;Shioji Kosei;Noguchi Ryoma;Fukuda Masatora

文献摘要

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以2-乙酰氨基苯甲醛和苯乙酮为原料,在氢氧化钠存在下合成了1,4-二氢二苯并[B,h][1,6]萘啶,再与MeI进行N-甲基化反应,得到1,1-二甲基碘化铵。这些盐在235和418 nm处显示UV/维斯吸收最大值,在530 nm处显示非常弱的荧光。在通过嵌入用双链DNA处理这些盐时,荧光强度增强3-10倍,这使得能够通过聚丙烯酰胺凝胶电泳(PAGE)检测DNA/RNA。
1,4‐Dihydrodibenzo[b,h][1,6]naphthyridines were synthesized by the reaction of 2‐acetylaminobenzaldehyde with acetophenones in the presence of NaOH.N‐Methylation of the dihydrodibenzonaphthyridines with MeI gave 1,1‐dimethylammonium iodides. These salts showed UV/Vis absorbance maxima at 235 and 418 nm and very weak fluorescence at 530 nm. The fluorescence intensities were enhanced 3–10 times upon treating these salts with double‐stranded DNA by intercalation, which enabled the detection of DNA/RNA by polyacrylamide gel electrophoresis (PAGE).