Janus-AT Bases:  Synthesis, Self-Assembly, and Solid State Structures Ali Asadi Brian O. Patrick David M. Perrin 10.1021/jo061840k.s002 https://acs.figshare.com/articles/dataset/Janus_AT_Bases_Synthesis_Self_Assembly_and_Solid_State_Structures/3032122 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. 2007-01-19 00:00:00 Solid State StructuresThe heterocyclic hybrids DNA heterocycle DAD face uracil RNA recognition ADA face