Rational design of photofunctional dyes BODIPYs/aza-BODIPYs and applications for photocatalysis, photoelectric conversion and thermochromic materials DOI Creative Commons

Dongxiang Zhang,

Linxuan Liu, Xin Zhang

et al.

Resources Chemicals and Materials, Journal Year: 2024, Volume and Issue: 3(2), P. 103 - 122

Published: Jan. 15, 2024

4,4-Difluoro-4-bora-3a,4a-diaza-sindacene (BODIPY) is a sort of photofunctional dye which possesses advantages including strong light-capturing property, high photon-resistance, etc. Meso-N substituted aza-BODIPY crucial derivative BODIPY scaffold that has the favorable optical properties and significant spectral redshift. The photophysical can be tuned by molecular design, attenuation path excited state energy release absorbed light well controlled via structural modifications, enabling tailored application. It been extensively employed in life medicine fields fluorescence imaging diagnosis, photodynamic therapy photosensitizer photothermal reagent so forth. Extensive research review have performed these areas. However, BODIPYs/aza-BODIPYs role energy, catalysis, optoelectronics, photo-responsive materials other fields. Nevertheless, there are relatively few studies reviews on modification application based BODIPY/aza-BODIPY scaffold. Herein, this we summarized aforementioned fields, with regulation as foundation utilization above objective, intention providing inspiration for exploration innovative field resource conversion functional materials.

Language: Английский

Near infrared fluorescent probes for detecting and imaging active small molecules DOI

Caiping Ding,

Tian‐Bing Ren

Coordination Chemistry Reviews, Journal Year: 2023, Volume and Issue: 482, P. 215080 - 215080

Published: Feb. 21, 2023

Language: Английский

Citations

130
Rational Design of Polymethine Dyes with NIR‐II Emission and High Photothermal Conversion Efficiency for Multimodal‐Imaging‐Guided Photo‐Immunotherapy DOI
Xiao‐Yun Ran, Ping Chen,

Yan‐Zhao Liu

et al.

Advanced Materials, Journal Year: 2023, Volume and Issue: 35(12)

Published: Jan. 11, 2023

Phototheranostics have emerged and flourished as a promising pattern for cancer theranostics owing to their precise photoinduced diagnosis therapeutic meet the demands of precision medicine. The information effect are directly determined by fluorescence imaging ability photothermal conversion efficiency (PCE) phototheranostic agents. Hence, how balance competitive radiative nonradiative processes agents is key factor evaluate effect. Herein, molecules named ICRs with high photostaibility rationally designed, exhibiting emission in second near-infrared window (NIR-II, 1000-1700 nm) PCE, which related strong donor-acceptor (D-A) interaction reorganization energy Noteworthily, ICR-Qu stronger D-A large-sized conjugated unit encapsulated nanoparticles exhibits PCE (81.1%). In addition, ICR-QuNPs used (FLI), photoacoustic (PAI), (PTI) guide deep-tissue photonic hyperthermia, achieving removal inhibition breast cancer. Furthermore, combined α-PD-1, show huge potential be facile efficient tool photo-immunotherapy. More importantly, this study not only reports an "all-in-one" polymethine-based agent, but also sheds light on exploration versatile organic future practical applications.

Language: Английский

Citations

77
Rigid and Photostable Shortwave Infrared Dye Absorbing/Emitting beyond 1200 nm for High-Contrast Multiplexed Imaging DOI

Ruwei Wei,

Yan Dong, Xueli Wang

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(22), P. 12013 - 12022

Published: May 22, 2023

The shortwave infrared (SWIR) spectral region beyond 1200 nm offers optimal tissue penetration depth and has broad potential in diagnosis, therapy, surgery. Here, we devised a novel class of fluorochromic scaffold, i.e., tetra-benzannulated xanthenoid (EC7). EC7 absorbs/emits maximally at 1204/1290 CH2Cl2 exhibits an unparalleled molar absorptivity 3.91 × 105 cm–1 M–1 high transparency to light 400–900 nm. It also exhibited resistance toward both photobleaching symmetry breaking due its unique structural rigidity. is feasible for vivo bioimaging particularly suitable couple with the shorter-wavelength analogues high-contrast multiplexing. High-contrast dual-channel intraoperative imaging hepatobiliary system three-channel intestine, stomach, vasculature were showcased. benchmark fluorochrome facile biomedical exploitation SWIR

Language: Английский

Citations

60
Chemical Approaches to Optimize the Properties of Organic Fluorophores for Imaging and Sensing DOI
Gangwei Jiang, Han Liu, Hong Liu

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(11)

Published: Dec. 12, 2023

Abstract Organic fluorophores are indispensable tools in cells, tissue and vivo imaging, have enabled much progress the wide range of biological biomedical fields. However, many available dyes suffer from insufficient performances, such as short absorption emission wavelength, low brightness, poor stability, small Stokes shift, unsuitable permeability, restricting their application advanced imaging technology complex imaging. Over past two decades, efforts been made to improve these performances fluorophores. Starting with luminescence principle fluorophores, this review clarifies mechanisms performance for traditional a certain extent, systematically summarizes modified approaches optimizing properties, highlights typical applications improved sensing, indicates existing problems challenges area. This not only proves significance improving but also provide theoretical guidance development high‐performance

Language: Английский

Citations

51
Strategies to convert organic fluorophores into red/near-infrared emitting analogues and their utilization in bioimaging probes DOI Creative Commons
Mingchong Dai, Yun Jae Yang, Sourav Sarkar

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(18), P. 6344 - 6358

Published: Jan. 1, 2023

This review analyzes strategies to convert key fluorophores into red/NIR emitting derivatives, with typical examples of how such can be used develop molecular probes for biological analytes, along sensing features.

Language: Английский

Citations

50
A Space‐Dependent ‘Enzyme‐Substrate’ Type Probe based on ‘Carboxylesterase‐Amide Group’ for Ultrafast Fluorescent Imaging Orthotopic Hepatocellular Carcinoma DOI Creative Commons
Ying Wen, Jing Ning, Min Zhang

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 10(8)

Published: Jan. 18, 2023

Abstract Fast and selective fluorescence imaging for a biomarker to related‐disease diagnosis remains significant challenge due complex physical environment. Human carboxylesterase (CE) is expected be potential of hepatocellular carcinoma (HCC) improve the accuracy diagnosis. However, existing probes CE has slow response rate low selectivity. Herein, amide group selected as CE‐responsive sites based on “substrate‐hydrolysis enzymatic reaction” approach. From series off–on with leave groups in unit, probe J screened optimal combination rapid high selectivity toward CE. requires only 150 s reach maximum at 676 nm presence free from interference other esterase. Computational docking simulations indicate shortest distance between active site . Cell vivo present that can turn liver cancer cells tumor region precisely. Importantly, allowed specifically image orthotopic rather than metastatic distinguish human primary tissue adjacent ones. This study provides new tool detection promotes advancements accurate HCC

Language: Английский

Citations

46
Recent advances in the design and applications of near-infrared II responsive small molecule phototherapeutic agents DOI
Dandan Ma, Hui Bian,

Mingrui Gu

et al.

Coordination Chemistry Reviews, Journal Year: 2024, Volume and Issue: 505, P. 215677 - 215677

Published: Jan. 31, 2024

Language: Английский

Citations

46
Ultra-photostable small-molecule dyes facilitate near-infrared biophotonics DOI Creative Commons

Kui Yan,

Zhubin Hu, Peng Yu

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: March 22, 2024

Abstract Long-wavelength, near-infrared small-molecule dyes are attractive in biophotonics. Conventionally, they rely on expanded aromatic structures for redshift, which comes at the cost of application performance such as photostability, cell permeability, and functionality. Here, we report a ground-state antiaromatic strategy showcase concise synthesis 14 cationic aminofluorene with mini (molecular weights: 299–504 Da) distinct spectra covering 700–1600 nm. Aminofluorene cell-permeable achieve rapid renal clearance via simple 44 Da carboxylation. This accelerates optical diagnostics injury by 50 min compared to existing macromolecular approaches. We develop compact molecular sensing platform vivo intracellular sensing, demonstrate versatile applications these multispectral fluorescence optoacoustic imaging. find that aromaticity reversal upon electronic excitation, indicated magnetic descriptors, not only reduces energy bandgap but also induces strong vibronic coupling, resulting ultrafast excited-state dynamics unparalleled photostability. These results support argument antiaromaticity useful design rule dye development, enabling performances essential modern

Language: Английский

Citations

38
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

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(11)

Published: Jan. 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.

Language: Английский

Citations

33
A Nanographene‐Porphyrin Hybrid for Near‐Infrared‐Ii Phototheranostics DOI Creative Commons
Hao Zhao, Yu Wang, Qiang Chen

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(18)

Published: March 2, 2024

Abstract Photoacoustic imaging (PAI)‐guided photothermal therapy (PTT) in the second near‐infrared (NIR‐II, 1000–1700 nm) window has been attracting attention as a promising cancer theranostic platform. Here, it is reported that π‐extended porphyrins fused with one or two nanographene units (NGP‐1 and NGP‐2) can serve new class of NIR‐responsive organic agents, displaying absorption extending to ≈1000 ≈1400 nm NIR‐I NIR‐II windows, respectively. NGP‐1 NGP‐2 are dispersed water through encapsulation into self‐assembled nanoparticles (NPs), achieving high conversion efficiency 60% 69%, respectively, under 808 1064 laser irradiation. Moreover, NIR‐II‐active NGP‐2‐NPs demonstrated photoacoustic responses, along photostability biocompatibility, enabling PAI efficient PTT vivo.

Language: Английский

Citations

23