Red‐to‐Near‐Infrared Emitting PyrrolylBODIPY Dyes: Synthesis, Photophysical Properties and Bioimaging Application DOI
Wei Miao, Xing Guo, Xi Yan

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(14)

Опубликована: Янв. 18, 2023

Abstract Near‐infrared (NIR) fluorophores with characteristics such as deep tissue penetration, minimal damage to the biological samples, and low background interference, are highly sought‐after materials for in vivo deep‐tissue fluorescence imaging. Herein, series of 3‐pyrrolylBODIPY derivatives 3,5‐dipyrrolylBODIPY have been prepared by a facile regioselective nucleophilic aromatic substitution reaction (S N Ar) on 3,5‐halogenated BODIPY (3,5‐dibromo or 2,3,5,6‐tetrachloroBODIPYs) pyrroles. The installation pyrrolic unit onto 3‐position chromophore leads dramatic red shift both absorption (up 160 nm) emission 260 these resultant 3‐pyrrolylBODIPYs respect that chromophore. Their further 5‐positional functionalization provides way fine tune their photophysical properties, resulting dipyrrolylBODIPYs functionalized pyrrolylBODIPYs show strong red‐to‐NIR regions (595–684 intense NIR (650–715 dichloromethane. To demonstrate applicability fluorescent probes cell imaging, pyrrolylBODIPY 6 containing mitochondrion‐targeting butyltriphenylphosphonium cationic species was also prepared. It selectively localized mitochondria HeLa cells, cytotoxicity emission.

Язык: Английский

Photothermal Nanomaterials: A Powerful Light-to-Heat Converter DOI Creative Commons
Ximin Cui, Qifeng Ruan, Xiaolu Zhuo

и другие.

Chemical Reviews, Год журнала: 2023, Номер 123(11), С. 6891 - 6952

Опубликована: Май 3, 2023

All forms of energy follow the law conservation energy, by which they can be neither created nor destroyed. Light-to-heat conversion as a traditional yet constantly evolving means converting light into thermal has been enduring appeal to researchers and public. With continuous development advanced nanotechnologies, variety photothermal nanomaterials have endowed with excellent harvesting capabilities for exploring fascinating prospective applications. Herein we review latest progresses on nanomaterials, focus their underlying mechanisms powerful light-to-heat converters. We present an extensive catalogue nanostructured materials, including metallic/semiconductor structures, carbon organic polymers, two-dimensional materials. The proper material selection rational structural design improving performance are then discussed. also provide representative overview techniques probing photothermally generated heat at nanoscale. finally recent significant developments applications give brief outlook current challenges future directions nanomaterials.

Язык: Английский

Процитировано

835

Research advances in BODIPY-assembled supramolecular photosensitizers for photodynamic therapy DOI
Jun Wang, Qingbao Gong, Lijuan Jiao

и другие.

Coordination Chemistry Reviews, Год журнала: 2023, Номер 496, С. 215367 - 215367

Опубликована: Авг. 25, 2023

Язык: Английский

Процитировано

83

J‐Aggregation Strategy toward Potentiated NIR‐II Fluorescence Bioimaging of Molecular Fluorophores DOI
Xiaoming Hu,

Caijun Zhu,

Fengwei Sun

и другие.

Advanced Materials, Год журнала: 2023, Номер 36(1)

Опубликована: Авг. 1, 2023

Molecular fluorophores emitting in the second near-infrared (NIR-II, 1000-1700 nm) window with strong optical harvesting and high quantum yields hold great potential for vivo deep-tissue bioimaging high-resolution biosensing. Recently, J-aggregates are harnessed to engineer long-wavelength NIR-II emitters show unique superiority tumor detection, vessel mapping, surgical navigation, phototheranostics due their bathochromic-shifted bands required slip-stacked arrangement aggregation state. However, despite preliminary progress of theoretical study structure-property relationships, further paradigms remain scarce lack on aggregated fashion. In this effort, how utilize specific molecular structure form packing motifs J-type exciton coupling is emphatically elucidated. First, several regulating strategies achieve containing intermolecular interactions external conditions positively summarized deeply analyzed. Then, recent reports theranostics systematically provide a clear reference direction promoting development organic fluorophores. Eventually, prospective efforts ameliorating clinical practices outlined.

Язык: Английский

Процитировано

71

A Gas/phototheranostic Nanocomposite Integrates NIR‐II‐Peak Absorbing Aza‐BODIPY with Thermal‐Sensitive Nitric Oxide Donor for Atraumatic Osteosarcoma Therapy DOI

Zhijie Fang,

Jiaxin Zhang,

Zhenxiong Shi

и другие.

Advanced Materials, Год журнала: 2023, Номер 35(35)

Опубликована: Апрель 20, 2023

Photothermal therapy (PTT) has received increasing interest in cancer therapeutics owing to its excellent efficacy and controllability. However, there are two major limitations PTT applications, which the tissue penetration depth of lasers within absorption range photothermal agents unavoidable empyrosis induced by high-energy lasers. Herein, a gas/phototheranostic nanocomposite (NA1020-NO@PLX) is engineered that integrates second near-infrared-peak (NIR-II-peak) absorbing aza-boron-dipyrromethenes (aza-BODIPY,NA1020) with thermal-sensitive nitric oxide (NO) donor (S-nitroso-N-acetylpenicillamine, SNAP). An enhanced intramolecular charge transfer mechanism proposed achieve NIR-II-peak absorbance (λmax = 1020 nm) on NA1020, thereby obtaining deep depth. The NA1020 exhibits remarkable conversion, making it feasible for deep-tissue orthotopic osteosarcoma providing favorable NIR-II emission precisely pinpoint tumor visible process. simultaneously investigated atraumatic therapeutic process an cell apoptosis indicates feasibility synergistic NO/low-temperature osteosarcoma. this strategy optimizes existing present repeatable tumors, validating potential clinical applications.

Язык: Английский

Процитировано

53

Recent advances in the design and applications of near-infrared II responsive small molecule phototherapeutic agents DOI
Dandan Ma, Hui Bian,

Mingrui Gu

и другие.

Coordination Chemistry Reviews, Год журнала: 2024, Номер 505, С. 215677 - 215677

Опубликована: Янв. 31, 2024

Язык: Английский

Процитировано

46

Tuning Shortwave‐Infrared J‐aggregates of Aromatic Ring‐Fused Aza‐BODIPYs by Peripheral Substituents for Combined Photothermal and Photodynamic Therapies at Ultralow Laser Power DOI
Xing Guo, Wanle Sheng, Hongfei Pan

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(11)

Опубликована: Янв. 16, 2024

Abstract Achieving photothermal therapy (PTT) at ultralow laser power density is crucial for minimizing photo‐damage and allowing higher maximum permissible skin exposure. However, this requires agents to possess not just superior conversion efficiency (PCE), but also exceptional near‐infrared (NIR) absorptivity. J ‐aggregates, exhibit a significant redshift narrower absorption peak with extinction coefficient. Nevertheless, achieving predictable ‐aggregates through molecular design remains challenge. In study, we successfully induced desirable J‐ aggregation (λ abs max : 968 nm, ϵ: 2.96×10 5 M −1 cm , λ em 972 Φ FL 6.2 %) by tuning electrostatic interactions between π‐conjugated planes manipulating surface potential of aromatic ring‐fused aza‐BODIPY dyes. Notably, controlling the preparation method encapsulating dyes into F‐127 polymer, were able selectively generate H ‐/ respectively. Furthermore, exhibited two controllable morphologies: nanospheres nanowires. Importantly, shortwave‐infrared ‐aggregated nanoparticles impressive PCE 72.9 % effectively destroyed cancer cells mice‐tumors an 0.27 W −2 (915 nm). This phototherapeutic nano‐platform, which generates behavior, can controllably form / H‐ aggregates selectable aggregate morphology, valuable paradigm developing tumor‐treatment density.

Язык: Английский

Процитировано

31

Crucial Breakthrough of BODIPY‐Based NIR‐II Fluorescent Emitters for Advanced Biomedical Theranostics DOI
Xiaoming Hu, Zhu-ting Fang,

Caijun Zhu

и другие.

Advanced Functional Materials, Год журнала: 2024, Номер 34(36)

Опубликована: Март 29, 2024

Abstract Fluorescence imaging in the second near‐infrared window (NIR‐II, 1000–1700 nm) has aroused immense attention for biomedical applications, offering exceptional advantages such as ultra‐low photon scattering and increased tissue penetration. Among NIR‐II‐emitted organic dyes, Boron dipyrromethene (BODIPY), emerged a noteworthy candidate. BODIPY, distinguished by its controllable molecular structure optical properties, outstanding fluorescence quantum yields, high molar absorption coefficients, remarkable chemical stability, undergone comprehensive investigation extensive exploration within realm of biological theranostics. This work aims to provide summary advancements development design strategies NIR‐II BODIPY fluorophores tailored advanced phototheranostics. Initially, elucidates several representative strategies, concluding electron‐programming strategy, extension conjugated backbone, J‐aggregation strategic establishment activatable fluorophores, which enhance skeletons. Subsequently, developments fluorescent BODIPY‐based nanoplatforms applications are intricately elaborated. In conclusion, this outlines future efforts directions refining meet evolving clinical demands. It is anticipated that contribution may feasible reference thereby advancing their potential practices.

Язык: Английский

Процитировано

29

Rational design of CT-coupled J-aggregation platform based on Aza-BODIPY for highly efficient phototherapy DOI Creative Commons
Sheng‐Mei Wu, Wenze Zhang, Chaoran Li

и другие.

Chemical Science, Год журнала: 2024, Номер 15(16), С. 5973 - 5979

Опубликована: Янв. 1, 2024

We present the first D–A–D aza-BODIPY scaffold to construct CT-coupled J-aggregates, which show promising results for highly efficient phototherapy.

Язык: Английский

Процитировано

26

Recent advances in the design of organic photothermal agents for cancer treatment: A review DOI

Seongman Lee,

Suhong Min,

Gahyun Kim

и другие.

Coordination Chemistry Reviews, Год журнала: 2024, Номер 506, С. 215719 - 215719

Опубликована: Фев. 24, 2024

Язык: Английский

Процитировано

21

Recent advances in near-infrared-II organic J-aggregates for bio-applications DOI

Junchao Xu,

Xudong Zheng, Tian‐Bing Ren

и другие.

Coordination Chemistry Reviews, Год журнала: 2025, Номер 528, С. 216379 - 216379

Опубликована: Янв. 4, 2025

Язык: Английский

Процитировано

4