Synthesis of 3-(2-deoxy-beta-D-ribofuranosyl)pyridin-2-one and 2-amino-6-(N,N-dimethylamino)-9-(2-deoxy-beta-D-ribofuranosyl)purine derivatives for an unnatural base pair
M. Ishikawa et al., Synthesis of 3-(2-deoxy-beta-D-ribofuranosyl)pyridin-2-one and 2-amino-6-(N,N-dimethylamino)-9-(2-deoxy-beta-D-ribofuranosyl)purine derivatives for an unnatural base pair, TETRAHEDR L, 41(20), 2000, pp. 3931-3934
An unnatural base pair, 2-amino-6-(N,N-dimethylamino)purine (denoted x) and
pyridin-2-one (denoted y), was designed to prove the structural requiremen
ts for base pair formation involving shape complementarity. It was expected
that y might satisfy the structural requirements for pairing with x, in wh
ich the bulky 6-dimethylamino group may eliminate base pairing with the nat
ural bases. As chemical or biological substrates for DNA synthesis, the pho
sphoramidite of x and the 2'-deoxy-C3-ribonucleoside triphosphate of y (dyT
P) were synthesized, and the incorporation experiment was demonstrated by u
sing the Klenow fragment of Escherichia call DNA polymerase I. (C) 2000 Els
evier Science Ltd. All rights reserved.