Electrochemical and fluorescence detection of cytosine-related SNPs using a ferrocenyl naphthyridine derivative.
A novel hydrogen bond-forming ligand for cytosine-related single nucleotide polymorphism, which contains both a fluorescent naphthyridine moiety and a ferrocene group as an electrochemical indicator, is described. Hydrogen bond-mediated recognition for a target nucleobase within an abasic site-containing DNA duplex was confirmed by both fluorescence and electrochemical measurements. The analysis by fluorescence titration reveals that the ligand shows significant fluorescent quenching upon formation of a 1: 1 complex with the target nucleobase opposite an AP site, and the selectivity was in the order of cytosine > thymine > adenine, guanine, reflecting the stability of hydrogen bond formation.
Morita
Kotaro
K
Department of Chemistry, Graduate School of Science, Tohoku Univerisity, Aoba-ku, Sendai 980-8578, Japan.
Sato
Yusuke
Y
Seino
Takehiro
T
Nishizawa
Seiichi
S
Teramae
Norio
N
D003596:Cytosine / Q000737:chemistry*; D004247:DNA / Q000737:chemistry; D004563:Electrochemistry; D005296:Ferrous Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006860:Hydrogen Bonding; D008024:Ligands; D009287:Naphthyridines / Q000138:chemical synthesis / Q000737:chemistry*; D020641:Polymorphism, Single Nucleotide; D013050:Spectrometry, Fluorescence
C528373:2-(ferrocenylmethylamino)-7-methyl-1,8-naphthyridine; D005296:Ferrous Compounds; D005456:Fluorescent Dyes; D008024:Ligands; D009287:Naphthyridines; D003596:Cytosine; D004247:DNA