|Title||Janus-AT bases: Synthesis, self-assembly, and solid state structures|
|Publication Type||Journal Article|
|Year of Publication||2007|
|Authors||Asadi, A, Patrick, BO, Perrin, DM|
|Journal||Journal of Organic Chemistry|
[graphics] The high yielding synthesis of heterocycles with defined H-bond accepting and donating capabilities provides for the design of self-assembling structures and specific recognition of biological targets. Herein we report the syntheses and solid-state structures of three self-complementary uracil/thymine derivatives where each presents the standard ADA face inherently complementary to adenine and a synthetically appended DAD face complementary to uracil/thymine. These heterocycles, which have never before been reported or characterized, represent diaminopurine-uracil/thymine hybrids that, in two of the three cases, relate to previously reported heterocyclic hybrids of G and C. All three heterocycles crystallized to afford the first X-ray crystal structures of self-complementary heterocycles capable of ADA-DAD pairing. The potential use in DNA and RNA recognition are briefly discussed.
|URL||<Go to ISI>://000243416300019|