calixarenes and 4-4-difluoro-4-bora-3a-4a-diaza-s-indacene

A highly branched pillar[5]arene-based sensor containing multiple BODIPY units has been designed and synthesized (B-P[5]arene). Systematical experiments on metal ion detection of B-P[5]arene in acetonitrile/water by emission and absorption spectra indicate that this macrocycle shows high sensitivity and selectivity to both Sn (II) and Hg(II) by dual-channels. Hg (II) ions quenched to the fluorescence intensity of B-P[5]arene, while Sn (II) caused a broader spectrum without any shifting in wavelength. The detection limits of B-P[5]arene for Hg (II) and Sn (II) were found to be 1.09 × 10

Topics: Boron Compounds; Calixarenes; Fluorescent Dyes; Mercury; Quaternary Ammonium Compounds

AA/BB-type and A2/B3-type FRET-capable supramolecular polymers based on a BODIPY-bridged pillar[5]arene dimer and two BODIPY derivative guests have been successfully constructed and their application in mimicking the light-harvesting system of natural photosynthesis was studied.

Topics: Biomimetic Materials; Biomimetics; Boron Compounds; Calixarenes; Dimerization; Fluorescence Resonance Energy Transfer; Light-Harvesting Protein Complexes; Molecular Mimicry; Molecular Structure; Photosynthesis; Polymers; Quaternary Ammonium Compounds

Supramolecular vesicles which can successfully encapsulate DOX and exhibit rapid drug release in a low-pH environment are constructed based on the host-guest interaction of water-soluble pillar[5]arene and a BODIPY derivative. They show remarkable combination of chemo- and photodynamic activities, suggesting a promising drug nanocarrier.

Topics: Antibiotics, Antineoplastic; Boron Compounds; Calixarenes; Delayed-Action Preparations; Doxorubicin; Drug Liberation; Hydrogen-Ion Concentration; Photochemotherapy; Photosensitizing Agents; Quaternary Ammonium Compounds; Solubility; Water

A novel chemosensor based on calix[4]pyrrole derivative modified by Bodipy unit has been synthesized, and its complexes with various anions were investigated. The results show that the receptors can selectively recognize biologically important fluoride ions. The binding affinity for fluoride ions was investigated by naked-eye color change, absorption, emission, proton nuclear magnetic resonance spectroscopy. The addition of fluoride ions to an acetonitrile solution of chemosensor can result in an obvious color change (brownish yellow color to straw yellow). The stoichiometries between the receptor and fluoride were determined from the molar ratio plots using the UV-visible spectra, which showed evident 1:1. The proton nuclear magnetic resonance spectral data supported the fluoride anion recognition with the disappearance of the amino proton peaks.

Topics: Boron Compounds; Calixarenes; Fluorescent Dyes; Fluorides; Porphyrins; Spectrometry, Fluorescence

In this study, BODIPY-appended calix[4]arene was chosen as a fluorescent probe for intracellular pH. The compound with cell permeability can monitor the minor pH change near neutrality inside the cell and is the first BODIPY-derived probe reported for cytosolic pH. Owing to a high level of cell retention and minor cytotoxicity of the probe, stable fluorescence is provided in the cells for 24h, facilitating the precise observation of intracellular pH. A model of cell apoptosis was designed by exposure of the cells to a low concentration of hydrogen peroxide. An increase in the fluorescence of the cells confirmed that BODIPY-appended calix[4]arene sensed the fluctuation of the cellular pH during early cell apoptosis. The developed fluorescent pH probe will be useful for the study of cell apoptosis.

Topics: Apoptosis; Boron Compounds; Calixarenes; Fluorescent Dyes; HeLa Cells; Humans; Hydrogen Peroxide; Hydrogen-Ion Concentration; Microscopy, Fluorescence; Phenols