Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes

Huang, Guo-Bao1,2; Wang, Sheng-Hua1; Ke, Hua1,3; Yang, Liu-Pan1; Jiang, Wei1

2016-11-09

10.1021/jacs.6b09472

Journal of the American Chemical Society   影响因子和分区

0002-7863

1520-5126

Selective recognition of neutral hydrophilic molecules in water is a challenge for supramolecular chemistry but commonplace in nature. By mimicking the binding pocket of natural receptors, endo-functionalized molecular tubes are proposed to meet this challenge. We found that two molecular tubes with inwardly directed hydrogen-bond donors recognize highly hydrophilic solvent molecules in water with high selectivity. In the complexes, hydrogen bonding occurs in the deep and hydrophobic cavity. The cooperative action between hydrogen bonding and hydrophobic effects accounts for the high affinity and selectivity. The molecular receptor is fluorescent and can detect concentrations of 1,4-dioxane-a known carcinogen and persistent environmental contaminant in water at a limit of 119 ppb. The method simplifies the analytic procedure for this highly hydrophilic molecule.

SCI ; EI

英语

NI期刊

第一 ; 通讯

National Natural Science Foundation of China[21302090] ; National Natural Science Foundation of China[21572097]

Chemistry

Chemistry, Multidisciplinary

WOS:000387625300008

AMER CHEMICAL SOC

20164603021393

Hydrophilicity ; Hydrophobicity ; Indium compounds ; Molecules ; Supramolecular chemistry

Physical Chemistry:801.4 ; Physical Properties of Gases, Liquids and Solids:931.2 ; Atomic and Molecular Physics:931.3

Web of Science

1.South Univ Sci & Technol China, Dept Chem, Xueyuan Blvd 1088, Shenzhen 518055, Peoples R China
2.Yulin Normal Univ, Coll Chem & Food Sci, Yulin 537000, Guangxi, Peoples R China
3.Southeast Univ, Sch Chem & Chem Engn, Nanjing 211189, Jiangsu, Peoples R China

Huang, Guo-Bao,Wang, Sheng-Hua,Ke, Hua,et al. Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes[J]. Journal of the American Chemical Society,2016,138(44):14550-14553.

Huang, Guo-Bao,Wang, Sheng-Hua,Ke, Hua,Yang, Liu-Pan,&Jiang, Wei.(2016).Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes.Journal of the American Chemical Society,138(44),14550-14553.

Huang, Guo-Bao,et al."Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes".Journal of the American Chemical Society 138.44(2016):14550-14553.