Visualizing Water Monomers and Chiral OH<sup>–</sup>(H<sub>2</sub>O) Complexes Infiltrated in a Macroscopic Hydrophobic Teflon Matrix

Zhang, Jiahui; Pei, Ruoqi; Tan, Junjun; Ni, Zijian; Ye, Shuji; Luo, Yi

doi:10.1021/jacs.3c09950

Cited by 3 publications

(1 citation statement)

References 77 publications

(136 reference statements)

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“…It is postulated that the fluorous walls of the nanochannels likely disrupt H-bonded water clusters within the nanochannel to generate poorly H-bonded water molecules with enhanced diffusion coefficients . More recently, Zhang et al reported that water molecules on the surface of polytetrafluoroethylene exist in a monomeric and nonhydrogen-bonded form . Inspired by these findings, we designed Cyclic FP-X as a highly water-soluble fluorous compound that can be easily synthesized and derivatized for drug conjugation.…”

Section: Introductionmentioning

confidence: 99%

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Goswami,

Kohata,

Okazoe

et al. 2024

J. Am. Chem. Soc.

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Fast and direct permeation of drug molecules is crucial for effective biotherapeutics. Inspired by a recent finding that fluorous compounds disrupt the hydrogen-bonded network of water, we developed fluoro-crown ether phosphate CyclicFP-X. This compound acts as a fast cell-permeating agent, enabling direct delivery of various bioactive cargos (X) into cancer cells without endocytic entrapment. In contrast, its nonfluorinated cyclic analog (CyclicP-X) failed to achieve cellular internalization. Although the acyclic fluorous analog AcyclicFP-X was internalized, this process occurred slowly owing to the involvement of an endocytic trapping pathway. Designed with a high fluorine density, CyclicFP-X exhibits compactness, polarity, and high-water solubility, facilitating lipid vesicle fusion by disrupting their hydration layers. Raman spectroscopy confirmed the generation of dangling −OH bonds upon addition of CyclicFP-OH to water. Furthermore, conjugating CyclicFP-X with fluorouracil (FU, an anticancer drug) via a reductively cleavable disulfide linker (CyclicFP-SS-FU) demonstrated the general utility of fluoro-crown ether phosphate as a potent carrier for biotherapeutics.

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Section: Introductionmentioning

confidence: 99%

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Goswami,

Kohata,

Okazoe

et al. 2024

J. Am. Chem. Soc.

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Physical and chemical degradation of PTFE magnetic stir bars induced by TiO2-based materials

Amato,

Fantauzzi,

Bifulco

et al. 2024

Applied Surface Science

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Conformational Disordering of Organic Cations during Moisture-Induced Structural Collapse in Organic–Inorganic Hybrid Perovskites

Lai,

Tan,

Zhu

et al. 2024

ACS Appl. Energy Mater.

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Moisture-induced structural collapse is an important factor hindering the commercialization of organic−inorganic hybrid perovskites, where organic cations play a crucial role. However, owing to the softness and complexity of organic cations, very few techniques can be used to characterize the collapse process in situ and in real time. In this study, we used a phenylpropylamine (PPA)-based 2D perovskite as a model and demonstrated that femtosecond sum frequency generation vibrational spectroscopy (SFG-VS) provides a powerful probe for the conformational disordering evolution of organic cations during perovskite collapse. Photoluminescence (PL) spectroscopy was used to monitor perovskite structural collapse. Following the collapse of the perovskite from a 2D confinement effect to a 1D confinement effect, the effective in-plane charge carrier mobility (φμ) and 2D exciton ratio of the films decreased. The decreases in the 2D exciton ratio and φμ are strongly correlated with the relative conformational disordering degree of the organic cations, revealing the structural origin of perovskite collapse. Coating the perovskite film surface with a Teflon layer can effectively retard structural collapse and maintain the conformational ordering of organic cations.

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Visualizing Water Monomers and Chiral OH^–(H₂O) Complexes Infiltrated in a Macroscopic Hydrophobic Teflon Matrix

Cited by 3 publications

References 77 publications

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Physical and chemical degradation of PTFE magnetic stir bars induced by TiO2-based materials

Conformational Disordering of Organic Cations during Moisture-Induced Structural Collapse in Organic–Inorganic Hybrid Perovskites

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Visualizing Water Monomers and Chiral OH–(H2O) Complexes Infiltrated in a Macroscopic Hydrophobic Teflon Matrix

Cited by 3 publications

References 77 publications

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Fluoro-Crown Ether Phosphate as Efficient Cell-Permeable Drug Carrier by Disrupting Hydration Layer

Physical and chemical degradation of PTFE magnetic stir bars induced by TiO2-based materials

Conformational Disordering of Organic Cations during Moisture-Induced Structural Collapse in Organic–Inorganic Hybrid Perovskites

Contact Info

Product

Resources

About

Visualizing Water Monomers and Chiral OH^–(H₂O) Complexes Infiltrated in a Macroscopic Hydrophobic Teflon Matrix