State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
J Org Chem. 2012 May 4;77(9):4261-70. doi: 10.1021/jo300063u. Epub 2012 Apr 17.
A series of 1,4-diphenyl-1,2,3-triazole-incorporated amide derivatives have been designed and prepared. X-ray crystallographic and (1D and 2D) (1)H NMR studies reveal that these compounds fold into stable U-shaped conformations driven by three-center intramolecular C-H···O hydrogen-bonding formed between the triazole C-5 H atom and the two ether O atoms. Such folded structures make this 1,4-diphenyl-1,2,3-triazole skeleton a good candidate to be used as β-turn mimic. To prove this, the formation of a β-hairpin structure induced by this β-turn motif has been further demonstrated.
一系列含 1,4-二苯基-1,2,3-三唑的酰胺衍生物被设计和制备。X 射线晶体学和（1D 和 2D）（1）H NMR 研究表明，这些化合物折叠成稳定的 U 形构象，由三唑 C-5 H 原子与两个醚 O 原子之间形成的三中心分子内 C-H···O 氢键驱动。这种折叠结构使 1,4-二苯基-1,2,3-三唑骨架成为β-转角模拟物的良好候选物。为了证明这一点，进一步证明了这种β-转角模体诱导的β-发夹结构的形成。
