Ground- and Excited-state Proton Transfer Reaction of 3-Hydroxyflavone in Dimyristoylphosphatidylcholine Liposome Membrane¶

Abstract

3-Hydroxyflavone (3HF), a molecule that exhibits excited-state intramolecular proton transfer, has been studied for its fluorescence characteristics in dimyristoylphosphatidylcholine (DMPC) liposome membrane. 3HF partitions to the lipid bilayer membrane with a reasonably large partition coefficient. On excitation at 417 nm, a weak emission from the ground-state anion species was observed at 483 nm, whereas excitation at absorption maxima (345 nm) gives the usual intense fluorescence of the phototautomeric emission at 530 nm. In this article, we report the observation of a ground-state proton transfer reaction of 3HF in DMPC liposome membrane.

Effect of Curcumin on Liposome: Curcumin as a Molecular Probe for Monitoring Interaction of Ionic Liquids with 1,2‐Dipalmitoyl‐sn‐Glycero‐3‐Phosphocholine Liposome

“…Higher value of K p at the phase transition and liquid crystalline phase in comparison to the solid gel phase is rational because the solid gel phase is known to be more compact and rigid (25) whereas liquid crystalline phase is more flexible. The present results are in accordance with previous reports for other probe molecules and membrane systems (78,79). The partition coefficient increased with the increase in temperature and this can be ascribed to the increase in permeability of the membrane from which the incorporation of curcumin into the membrane is increased, thus, a lower K p is observed for the solid gel state compared with liquid crystalline phase of the membrane.…”

Supramolecular Inclusion‐Assisted Disruption of Probe‐Solvent Network

“…Flavonols, a class of ESIPT responsive flavonoids, are present in wide varieties of fruits and vegetables and have immense therapeutic importance ,. 3‐Hydroxyflavone (3HF), an ESIPT prone probe and the backbone of the flavonols, has been studied extensively in homogeneous as well as in microheterogeneous environments both experimentally and theoretically . Only recently we have proposed, for the first time, that 3HF is not solvated in protic solvents in a symmetrical pattern.…”

1-Naphthol as an ESPT fluorescent molecular probe for sensing thermotropic microenvironmental changes of pluronic F127 in aqueous media

“…[1][2][3][4][5][6][7] Various ESPT fluorescent probes, such as 1-naphthol (NpOH), fisetin, hydroxyflavones, and curcumin, have been extensively studied in different polar and non-polar solvents as well as in the confined environments of organized assembles. [1][2][3][4][5]8 Some fluorescent molecular probes (pyrene, dansyl derivatives, anilino naphthalene sulfonic acid, coumarins) are known for their ability to monitor the polarity, micro-viscosity and sol-gel transitions of pluronic copolymers. [9][10][11]31 In the present study, we have used a model ESPT probe, 1-naphthol (NpOH), to study the sol and gel state organizations of the pluronic F127 (PF127) copolymer system.…”