Author/Authors :
Wada، نويسنده , , Takeshi and Mochizuki، نويسنده , , Akira and Higashiya، نويسنده , , Seiichiro and Tsuruoka، نويسنده , , Hiroyuki and Kawahara، نويسنده , , Shun-ichi and Ishikawa، نويسنده , , Masahide and Sekine، نويسنده , , Mitsuo، نويسنده ,
Abstract :
2-Azidodeoxyadenosine (7) was conveniently synthesized from deoxyguanosine (2) by use of a combined reagent of TMSN3–BuONO. The structure of the tautomer of the azido derivative was determined by 1H NMR. Reaction of 7 with iPr2NP(OEt)2 gave an intermediate 10 of the Staudinger reaction. Incorporation of 7 into a DNA 13mer resulted in a significant decrease of the Tm value of the DNA duplex upon hybridization with the complementary strand. The thermal stability was discussed based on the hydrogen bond energy and electrostatic repulsion.
