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Ultralong purely organic aqueous phosphorescence supramolecular polymer for targeted tumor cell imaging

Wei‐Lei Zhou, Yong Chen, Qilin Yu, Haoyang Zhang, Zhixue Liu, Xianyin Dai, Jingjing Li, Yu Liu

2020Nature Communications295 citationsDOIOpen Access PDF

Abstract

Purely organic room-temperature phosphorescence has attracted attention for bioimaging but can be quenched in aqueous systems. Here we report a water-soluble ultralong organic room-temperature phosphorescent supramolecular polymer by combining cucurbit[n]uril (CB[7], CB[8]) and hyaluronic acid (HA) as a tumor-targeting ligand conjugated to a 4-(4-bromophenyl)pyridin-1-ium bromide (BrBP) phosphor. The result shows that CB[7] mediated pseudorotaxane polymer CB[7]/HA-BrBP changes from small spherical aggregates to a linear array, whereas complexation with CB[8] results in biaxial pseudorotaxane polymer CB[8]/HA-BrBP which transforms to relatively large aggregates. Owing to the more stable 1:2 inclusion complex between CB[8] and BrBP and the multiple hydrogen bonds, this supramolecular polymer has ultralong purely organic RTP lifetime in water up to 4.33 ms with a quantum yield of 7.58%. Benefiting from the targeting property of HA, this supramolecular polymer is successfully applied for cancer cell targeted phosphorescence imaging of mitochondria.

Topics & Concepts

PhosphorescenceSupramolecular polymersSupramolecular chemistryPolymerAqueous solutionConjugated systemMaterials scienceSupramolecular assemblyPolymer chemistryHydrogen bondLigand (biochemistry)ChemistryPhotochemistryChemical engineeringFluorescenceOrganic chemistryMoleculePhysicsEngineeringReceptorBiochemistryQuantum mechanicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionSupramolecular Chemistry and Complexes