title: A 1,4-diphenyl-1,2,3-triazole-based β-turn mimic constructed by click chemistry.
abstract: 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.
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
authors.forename: Chun-Fang
authors.initials: CF
authors.lastname: Wu
authors.forename: Xin
authors.initials: X
authors.lastname: Zhao
authors.forename: Wen-Xian
authors.initials: WX
authors.lastname: Lan
authors.forename: Chunyang
authors.initials: C
authors.lastname: Cao
authors.forename: Jin-Tao
authors.initials: JT
authors.lastname: Liu
authors.forename: Xi-Kui
authors.initials: XK
authors.lastname: Jiang
authors.forename: Zhan-Ting
authors.initials: ZT
authors.lastname: Li
mesh_terms: D057930:Click Chemistry; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D014230:Triazoles / Q000737:chemistry*
chemical_list: C575057:1,4-diphenyl-1,2,3-triazole; D014230:Triazoles