Fluorescence emission detection of single-nucleotide polymorphisms by a naphthyridine-benzofurazan conjugate.
We have successfully developed a class of ligand that exhibits a fluorescence-enhancement upon binding to pyrimidine bases opposite an AP site in DNA duplexes. The present ligand, Naph-c3-DBD, in which DBD (7-N,N-dimethylaminosulfonylbenzo-2-oxa-1,3-diazole) is connected to 2-amino-7-methyl-1,8-naphthyridine by a propylene linker, is capable of selectively binding to pyrimidine bases over purine bases, and the binding event is accompanied by a significant enhancement of emission due to the DBD moiety (emission maximum at 597 nm). The response of the ligand is almost specific to pyrimidine bases, making it possible to detect pyrimidine/purine transversion.
Satake
Hiroyuki
H
Department of Chemistry, Graduate School of Science, Tohoku University, and CREST, Japan Science and Technology Agency (JST), Aoba-ku, Sendai 980-8578, Japan.
Nishizawa
Seiichi
S
Teramae
Norio
N
D004247:DNA / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D008024:Ligands; D009287:Naphthyridines / Q000138:chemical synthesis / Q000737:chemistry*; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry*; D020641:Polymorphism, Single Nucleotide; D011687:Purines / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
C528375:4-(3-(7-methyl-1,8-naphthyridin-2-ylamino)propyl)-7-N,N-dimethylaminosulfonylbenzo-2-oxa-1,3-diazole; D005456:Fluorescent Dyes; D008024:Ligands; D009287:Naphthyridines; D010069:Oxadiazoles; D011687:Purines; D011743:Pyrimidines; D004247:DNA