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(1-(4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1 H -1,2,3-triazol-4-yl)-methylenyls α,ω-Bisfunctionalized 3- and 4-PEG: Synthesis and Photophysical Studies.

Mohammed S MohammedIgor S KovalevNatalya V SlovesnovaLeila K SadievaVadim A PlatonovGrigory A KimRammohan AluruKonstantin Yu ZhizhinOlga S TaniyaValery N Charushin
Published in: Molecules (Basel, Switzerland) (2023)
Two new azaheterocycle-based bolas, such as (1-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1 H -1,2,3-triazol-4-yl)-methylenyls α,ω-bisfunctionalized PEGs, were prepared via Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-(aryl)-oxadiazole-1,3,4 and terminal ethynyls derived from PEG-3 and PEG-4. Due to the presence of two heteroaromatic cores and a PEG linker, these bola molecules are considered as promising fluorescent chemosensors for electron-deficient species. As a result of a well-pronounced "turn-off" fluorescence response towards common nitro-explosive components, such as 2,4-dinitrotoluene (DNT) and 2,4,6-trinitrotoluene (TNT), hard-to-detect pentaerythritol tetranitrate (PETN), as well as Hg 2+ cation was observed.
Keyphrases
  • drug delivery
  • living cells
  • fluorescent probe
  • single molecule
  • aqueous solution
  • energy transfer