A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinf...A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinfection byproduct in drinking water.In contrast,the macrocycle shows no binding to the structurally similar dibenzo-1,4-dioxin.It was revealed that hydrogen bonding,π-π and σ-π interactions are the major driving forces between phenazine and the new tetralactam macrocycle.A perfect complementarity in electrostatic potential surfaces may explain the high selectivity.In addition,the macrocycle shows fluorescent response to phenazine,demonstrating its potential in fluorescent detection of phenazine.展开更多
基金This research was financially supported by the National Natural Science Foundation of China (Nos. 21705075 and 21822104)the SZSTI (Nos. JCYJ20180504165810828 and KQJSCX 20170728162528382)+2 种基金the Shenzhen Nobel Prize Scientists Laboratory Project (No. C17213101)the Open Fund of State Key Laboratory of Chemo/Biosensing and Chemometrics of Hunan University (No. 2017019)the Academy of Finiand (A.V. grant no. 314343) and the University of Jyvaskyla. We thank SUSTech-MCPC for instrumental assistanee.
文摘A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinfection byproduct in drinking water.In contrast,the macrocycle shows no binding to the structurally similar dibenzo-1,4-dioxin.It was revealed that hydrogen bonding,π-π and σ-π interactions are the major driving forces between phenazine and the new tetralactam macrocycle.A perfect complementarity in electrostatic potential surfaces may explain the high selectivity.In addition,the macrocycle shows fluorescent response to phenazine,demonstrating its potential in fluorescent detection of phenazine.
