The recognition of water-soluble molecules in water is a huge challenge in supramolecular chemistry [
18,
19]. There is also a key problem for sensing these molecules. Urethane is one of these kinds of molecules which are common contaminants in water. Urethane has genotoxic and carcinogenic features to many animals including human beings, and was listed by World Health Organization (WHO) to Group 2A carcinogen. To recognize and sense this dangerous molecule, two water-soluble
endo-functionalized molecular tubes were applied. The qualitative NMR confirmed the binding abilities of the two molecular tubes with urethane in water. The titration experiments showed the recognition constants up to 10
3 L/mol. The strong recognition resulted in the fluorescence alteration of molecular tubes. With the
syn-configured molecular tube, the urethane detection with fluorescent change in water and beer could be executed. A wide range of concentrations from 6.2 µmol/L to 60 µmol/L in water or from 22.9 µmol/L to 60 µmol/L in beer could be feasible (
Fig. 3).