Advances and opportunities in the exciting world of azobenzenes

Nature Reviews Chemistry, Journal Year: 2021, Volume and Issue: 6(1), P. 51 - 69

Published: Nov. 18, 2021

Language: Английский

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Molecular photoswitches in aqueous environments

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(22), P. 12377 - 12449

Published: Jan. 1, 2021

Molecular photoswitches are inherently lipophilic and do not spontaneously dissolve in water. We describe the effect of water on photochemical properties strategies to solubilize organic apply them aqueous media.

Language: Английский

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On the Promise of Photopharmacology Using Photoswitches: A Medicinal Chemist’s Perspective

Journal of Medicinal Chemistry, Journal Year: 2020, Volume and Issue: 63(20), P. 11436 - 11447

Published: June 8, 2020

Photopharmacology is a growing area of endeavor that employs photoswitchable ligands to allow for light-dependent pharmacological activity. By coupling light therapeutic action, improved spatial and temporal selectivity can be achieved subsequently harnessed new concepts in therapy. Tremendous progress has already been made, with photopharmacological agents now reported against wide array target classes results demonstrated range live cell animal models. Several challenges remain, however, especially order photopharmacology truly impact the clinical management disease. This Perspective aims summarize these challenges, particularly attention medicinal chemistry will unavoidably required further translation agents/approaches. clearly defining drug hunters, it hoped research into stimulated, ultimately enabling full realization huge potential this exciting field.

Language: Английский

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Advances in Application of Azobenzene as a Trigger in Biomedicine: Molecular Design and Spontaneous Assembly

Advanced Materials, Journal Year: 2021, Volume and Issue: 33(26)

Published: May 24, 2021

Abstract Azobenzene is a well‐known derivative of stimulus‐responsive molecular switches and has shown superior performance as functional material in biomedical applications. The results multiple studies have led to the development light/hypoxia‐responsive azobenzene for use. In recent years, long‐wavelength‐responsive been developed. Matching longer wavelength absorption hypoxia‐response characteristics switch unit bio‐optical window large effective stimulus response. addition, used hypoxia‐sensitive connector via biological cleavage under appropriate conditions. This resulted on/off state switching properties such pharmacology fluorescence activity. Herein, advances design fabrication trigger biomedicine are summarized.

Language: Английский

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Taking phototherapeutics from concept to clinical launch

Nature Reviews Chemistry, Journal Year: 2021, Volume and Issue: 5(11), P. 816 - 834

Published: Oct. 6, 2021

Language: Английский

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Smart Photochromic Materials Triggered with Visible Light

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(19)

Published: Feb. 26, 2022

Abstract Molecular photoswitches reversibly convert the energy of light into a variety structural changes at molecular level. They can be integrated smart materials with broad range applicability. While most photochromic systems require UV for activation, application operational entirely within visible or NIR brings considerable benefits, such as biocompatibility, better penetration through material, propelling sunlight, possibility to design dual that are mutually activated frequencies two distinct functions. In this Review, we discuss relevant classes photoswitches, and demonstrate selection polymers, gels, porous materials, surfaces, energy‐storing other triggered light.

Language: Английский

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General Principles for the Design of Visible‐Light‐Responsive Photoswitches: Tetra‐ortho‐Chloro‐Azobenzenes

Angewandte Chemie International Edition, Journal Year: 2020, Volume and Issue: 59(48), P. 21663 - 21670

Published: Aug. 28, 2020

Molecular photoswitches enable reversible external control of biological systems, nanomachines, and smart materials. Their development is driven by the need for low energy (green-red-NIR) light switching, to allow non-invasive operation with deep tissue penetration. The lack clear design principles adaptation optimization such systems limits further applications. Here we provide a rulebook tetra-ortho-chloroazobenzenes, an emerging class visible-light-responsive photochromes, elucidating role that substituents play in defining their key characteristics: absorption spectra, band overlap, photoswitching efficiencies, half-lives unstable cis isomers. This achieved through joint photochemical theoretical analyses representative library molecules featuring varying electronic nature. A set guidelines presented enables tuning properties desired application informed photochrome engineering.

Language: Английский

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Sunlight-activated phase change materials for controlled heat storage and triggered release

Journal of Materials Chemistry A, Journal Year: 2021, Volume and Issue: 9(15), P. 9798 - 9808

Published: Jan. 1, 2021

Photo-responsive organic phase change materials that can absorb filtered solar radiation in the visible range to store both latent heat and photon energy are demonstrated.

Language: Английский

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Visible Light‐Driven Molecular Switches and Motors: Recent Developments and Applications

Chemistry - A European Journal, Journal Year: 2021, Volume and Issue: 28(18)

Published: Dec. 29, 2021

Inspired by human vision, a diverse range of light-driven molecular switches and motors have been developed for fundamental understanding application in material science biology. Recently, the design synthesis visible actively pursued. This emerging trend is partly motivated to avoid harmful effects ultraviolet light, which was necessary drive classical at least one direction, impeding their employment biomedical photopharmacology applications. Moreover, are demonstrated enable benign optical materials advanced photonic devices. Therefore, during past several years, based on azobenzene derivatives, diarylethenes, 1,2-dicyanodithienylethenes, hemithioindigo iminothioindoxyls, donor-acceptor Stenhouse adducts, overcrowded alkene judiciously designed, synthesized, used development functional systems wide In this Review, we present recent developments toward motors, with applications fabrication science, bioscience, pharmacology, etc. The realized so far undoubtedly widen scope these interesting compounds technological biological We hope Review article could provide additional impetus inspire further research interests future exploration materials, systems,

Language: Английский

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Azobispyrazole Family as Photoswitches Combining (Near‐) Quantitative Bidirectional Isomerization and Widely Tunable Thermal Half‐Lives from Hours to Years**

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(30), P. 16539 - 16546

Published: April 15, 2021

Abstract Azobenzenes are classical molecular photoswitches that have been widely used. In recent endeavors of design, replacing one or both phenyl rings with heteroaromatic has emerged as a strategy to expand diversity and access improved photoswitching properties. Many mono‐heteroaryl azo molecules unique structures and/or properties developed, but the potential bis‐heteroaryl architectures is far from fully exploited. We report family azobispyrazoles, which combine (near‐)quantitative bidirectional photoconversion tunable Z ‐isomer thermal half‐lives hours years. The two five‐membered remarkably weaken intramolecular steric hindrance, providing new possibilities for engineering geometric electronic structure photoswitches. Azobispyrazoles generally exhibit twisted ‐isomers facilitate complete → E photoisomerization, their stability can be broadly adjusted regardless shape, overcoming conflict between (favored by shape) orthogonal encountered switches.

Language: Английский

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