TY - JOUR
T1 - Luminescence-based colorimetric discrimination of single-nucleotide transversions by the combined use of the derivatives of DOTA-conjugated naphthyridine and its terbium complex
AU - Atsumi, Hiroshi
AU - Yoshimoto, Keitaro
AU - Saito, Shingo
AU - Ohkuma, Moriya
AU - Maeda, Mizuo
AU - Nagasaki, Yukio
PY - 2009/5/13
Y1 - 2009/5/13
N2 - We newly synthesized a nucleobase-binding ligand, ND-DOTA, in which 2-amino-5,7-dimethyl-1,8-naphthyridine (ND) was conjugated with 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DOTA) via an amide linker, and found that its terbium(III) complex (ND-DOTA-Tb) showed green emission based on an energy transfer from the naphthyridine moiety to Tb3+. The blue emission of ND-DOTA was selectively quenched by adding abasic site-containing DNA duplexes that have pyrimidine bases opposite to the abasic site. In contrast, at the same excitation wavelength, ND-DOTA-Tb showed green emission independently of the bases opposite to the abasic site. Thus, a mixed solution of ND-DOTA and ND-DOTA-Tb enabled the luminescence-based colorimetric discrimination of single-nucleotide transversions with the naked eye at a single excitation wavelength.
AB - We newly synthesized a nucleobase-binding ligand, ND-DOTA, in which 2-amino-5,7-dimethyl-1,8-naphthyridine (ND) was conjugated with 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DOTA) via an amide linker, and found that its terbium(III) complex (ND-DOTA-Tb) showed green emission based on an energy transfer from the naphthyridine moiety to Tb3+. The blue emission of ND-DOTA was selectively quenched by adding abasic site-containing DNA duplexes that have pyrimidine bases opposite to the abasic site. In contrast, at the same excitation wavelength, ND-DOTA-Tb showed green emission independently of the bases opposite to the abasic site. Thus, a mixed solution of ND-DOTA and ND-DOTA-Tb enabled the luminescence-based colorimetric discrimination of single-nucleotide transversions with the naked eye at a single excitation wavelength.
UR - https://www.scopus.com/pages/publications/62749154588
UR - https://www.scopus.com/pages/publications/62749154588#tab=citedBy
U2 - 10.1016/j.tetlet.2009.02.152
DO - 10.1016/j.tetlet.2009.02.152
M3 - Article
AN - SCOPUS:62749154588
SN - 0040-4039
VL - 50
SP - 2177
EP - 2180
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 19
ER -