Premium
Synthesis and Fluorescence Properties of 1,1‐Dimethyl‐1,4‐Dihydrodibenzo[ b , h ][1,6]naphthyridinium Iodides: Turn‐on Type Detection of DNA
Author(s) -
Okuma Kentaro,
Oba Akinori,
Kuramoto Risa,
Iwashita Hidefumi,
Nagahora Noriyoshi,
Shioji Kosei,
Noguchi Ryoma,
Fukuda Masatora
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701277
Subject(s) - chemistry , fluorescence , intercalation (chemistry) , absorbance , dna , turn (biochemistry) , gel electrophoresis , photochemistry , stereochemistry , chromatography , organic chemistry , biochemistry , physics , quantum mechanics
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).