S. Fujita, A. Takénaka, Y. Sasada
Jul 1, 1984
Citations
0
Influential Citations
11
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
A new compound, 9-(2-carboxyethyl)guanine, was successfully synthesized and its crystalline complex with 1-methylcytosine was prepared, in order to investigate the protein-nucleic acid interactions involving guanine base. The crystal structures of 9-(2-carboxyethyl)guanine (cx9G) and of the complex of cx9G with 1-methylcytosine (cx9G:m1C) were determined by the X-ray analysis. Crystal data: cx9G, P21/c, a=12.221(3), b=11.022(2), c=6.961(2) A, β=100.22(2)°; cx9G:m1C, P\bar1, a=8.932(1), b=12.370(1), c=7.139(1) A, α=85.01(1), β=99.21(1), γ=86.64(1)°. In cx9G, the carboxyl group is doubly hydrogen-bonded with N(2) and N(3) of the guanine moiety of the adjacent molecule, N(2)–H···O distance being 2.939(5) A and N(3)···H–O 2.660(5) A for N···O. In cx9G: m1C, the guanine moiety and 1-methylcytosine form a Watson-Crick base pair. The carboxyl group takes an O=C–OH antiperiplanar conformation and is hydrogen-bonded with N(7) of guanine in the adjacent base pair. This hydrogen bond distance is very short, 2.634(2)...