A hydrophobic photouncaging reaction to profile the lipid droplet interactome in tissues DOI Creative Commons
Di Shen, Qun Zhao,

Huaiyue Zhang

и другие.

Proceedings of the National Academy of Sciences, Год журнала: 2025, Номер 122(16)

Опубликована: Апрель 16, 2025

Most bioorthogonal photouncaging reactions preferentially occur in polar environments to accommodate biological applications the aqueous cellular milieu. However, they are not precisely designed chemically adapt diverse microenvironments of cell. Herein, we report a hydrophobic reaction with tailored photolytic kinetics toward solvent polarity. Structural modulations aminobenzoquinone-based photocage reveal impact cyclic ring size, steric substituent, and electronic substituent on individual uncaging ( k H2O dioxane ) polarity preference / ). Rational incorporation optimized moieties leads up 20.2-fold nonpolar kinetic selectivity Further photochemical spectroscopic characterizations theoretical calculations together uncover mechanism underlying polarity-dependent kinetics. The uncaged ortho-quinone methide product bears covalent reactivity nucleophiles protein revealed by tandem mass spectrometry. Finally, demonstrate application such lipophilic chemistry selective labeling profiling proteins proximity lipid droplets inside human fatty liver tissues. Together, this work studies effects adapts it suborganelle-targeted profiling.

Язык: Английский

Mitochondria-targeted BODIPY dyes for small molecule recognition, bio-imaging and photodynamic therapy DOI
Sisi Wang, Lizhi Gai, Yuncong Chen

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(8), С. 3976 - 4019

Опубликована: Янв. 1, 2024

This review focuses on the design strategy, spectroscopic characteristics, and functionalization of mitochondrion-targeted BODIPY dyes, providing an overview these dyes for bioimaging photodynamic therapy.

Язык: Английский

Процитировано

50

Fluorophor Embedded MOFs Steering Gas Ultra‐Recognition DOI

Zhengqi Shen,

Weina Li, Wenying Tang

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер 34(32)

Опубликована: Апрель 3, 2024

Abstract Thin‐film fluorescent sensors play critical roles in the gas sensing field. However, materials for practical applications are limited, because of aggregation‐caused quenching (ACQ) effect and photobleaching. This study investigates a host–guest thin‐film fluorescence sensor by incorporating probe into metal–organic framework (MOF). The molecule Me 4 BOPHY‐1 acts as recognition neurotoxin analog diethylchlorophosphite (DCP). MOF (ZIF‐8) provides nanocavities confinement guest molecules, which reduces self‐aggregation molecules pre‐enriches target gas. By applying ZIF‐8 to disperse ACQ can be effectively overcome. quantum efficiency is increased from 0.76% 19.72%, enables its ability with fast response time 3 s detection limit low 1.13 ppb. Besides, facilitates selectivity enhancement through effect, weakening interference HCl. Moreover, also ensures high photo‐stability well thermal stability. It maintain intensity under 4800 s’ laser irradiation. Thus, design strategy offers 3S (sensitivity, selectivity, stability) toward analytes.

Язык: Английский

Процитировано

24

Crucial Roles of Leaving Group and Open-Shell Cation in Photoreaction of (Coumarin-4-yl)methyl Derivatives DOI
Hai Dang Nguyen, Manabu Abe

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(15), С. 10993 - 11001

Опубликована: Апрель 5, 2024

Photoreactions of (coumarin-4-yl)methyl derivatives have been extensively studied in many fields chemistry, including organic synthesis and photoinduced drug delivery systems. The identification the reaction intermediates involved photoreactions is crucial not only for elucidating mechanism but also application photoreactions. In this study, 7-diethylamino(coumarin-4-yl)methyl thioester 1a [−SC(O)CH3], thionoester 1b [−OC(S)CH3], ester 1c [−OC(O)CH3] were investigated to clarify intermediary species their chemical behavior. While a radical pair [i.e., CH3C(O)S•] plays an important role 1b, ion cation, CH3CO2–] was key photoreaction 1c. 18O-isotope-labeling revealed negligible recombination process within pair. unprecedented observation rationalized by open-shell character whose formation confirmed through product analysis transient absorption spectroscopy.

Язык: Английский

Процитировано

10

Light in a Heartbeat: Bond Scission by a Single Photon above 800 nm DOI Creative Commons
Marina Russo, Hana Janeková, Debora Meier

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(12), С. 8417 - 8424

Опубликована: Март 18, 2024

Photocages enable scientists to take full control over the activity of molecules using light as a biocompatible stimulus. Their emerging applications in photoactivated therapies call for efficient uncaging near-infrared (NIR) window, which represents fundamental challenge. Here, we report synthetically accessible cyanine photocages that liberate alcohol, phenol, amine, and thiol payloads upon irradiation with NIR up 820 nm aqueous media. The display unique chameleon-like behavior operate via two distinct mechanisms: photooxidation heterolytic bond cleavage. latter process constitutes first example direct scission by single photon ever observed dyes or at wavelengths exceeding 800 nm. Modulation beating rates human cardiomyocytes achieved light-actuated release adrenergic agonist etilefrine submicromolar concentrations low doses (∼12 J cm

Язык: Английский

Процитировано

9

BODIPY-based photocages: rational design and their biomedical application DOI
Heng Li, Jun Wang, Lijuan Jiao

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(45), С. 5770 - 5789

Опубликована: Янв. 1, 2024

This highlight reviews various strategies for constructing BODIPY-based photocages, their photodecaging mechanisms, and applications in the biomedical field.

Язык: Английский

Процитировано

8

Nucleophilic Aromatic Substitution (SNAr) as an Approach to Challenging Nitrogen-Bridged BODIPY Oligomers DOI
Long Wang, Cheng Cheng,

Zhong‐Yuan Li

и другие.

Organic Letters, Год журнала: 2024, Номер 26(15), С. 3026 - 3031

Опубликована: Апрель 11, 2024

A series of nitrogen-bridged BODIPY oligomers were synthesized via nucleophilic aromatic substitution (S

Язык: Английский

Процитировано

6

Triplet‐Triplet Annihilation Upconversion‐Based Photolysis: Applications in Photopharmacology DOI Creative Commons

Maxime Klimezak,

Juliane Chaud,

Anaïs Brion

и другие.

Advanced Healthcare Materials, Год журнала: 2024, Номер 13(19)

Опубликована: Апрель 13, 2024

The emerging field of photopharmacology is a promising chemobiological methodology for optical control drug activities that could ultimately solve the off-target toxicity outside disease location many drugs treatment given pathology. use photolytic reactions looks very attractive light-activated release but requires to develop sensitive red or near-infrared light excitation better tissue penetration. This review will present concepts triplet-triplet annihilation upconversion-based photolysis and their recent in vivo applications light-induced delivery using photoactivatable nanoparticles.

Язык: Английский

Процитировано

6

Water-Soluble Small Organic Fluorophores for Oncological Theragnostic Applications: Progress and Development DOI
Ashanul Haque, Khalaf M. Alenezi, Abdulmohsen Khalaf Dhahi Alsukaibi

и другие.

Topics in Current Chemistry, Год журнала: 2024, Номер 382(2)

Опубликована: Апрель 26, 2024

Язык: Английский

Процитировано

5

Progress and Promise of Photoresponsive Nanocarriers for Precision Drug Delivery in Cancer DOI
Neeraj S. Thakur,

Nada Saleh,

Ali Fahim Khan

и другие.

Journal of Photochemistry and Photobiology C Photochemistry Reviews, Год журнала: 2024, Номер 59, С. 100665 - 100665

Опубликована: Июнь 1, 2024

Язык: Английский

Процитировано

5

Red/near-infrared light triggered photorelease via sensitized photolysis DOI
Donghao Lu,

Shu Yang,

Qiyu Yu

и другие.

Coordination Chemistry Reviews, Год журнала: 2024, Номер 518, С. 216117 - 216117

Опубликована: Июль 27, 2024

Язык: Английский

Процитировано

5