4.6 Article

Luminescent Rhenium(I)-Polypyridine Complexes Appended with a Perylene Diimide or Benzoperylene Monoimide Moiety: Photophysics, Intracellular Sensing, and Photocytotoxic Activity

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 25, 期 38, 页码 8970-8974

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201900345

关键词

fluorescence resonance energy transfer; perylene; phosphorogenic sensors; photocytotoxic agents; rhenium

资金

  1. National Natural Science Foundation of China [21561162004, N_CityU113/15]
  2. Hong Kong Research Grants Council [CityU 11300017, CityU 11300318, CityU T42-103/16-N]
  3. City University of Hong Kong
  4. Hong Kong Research Grants Council

向作者/读者索取更多资源

This communication reports novel luminescent rhenium(I)-polypyridine complexes appended with a perylene diimide (PDI) or benzoperylene monoimide (BPMI) moiety through a non-conjugated linker. The photophysical and photochemical properties originating from the interactions of the metal polypyridine and perylene units were exploited to afford new cellular reagents with thiol-sensing capability and excellent photocytotoxic activity.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.6
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Inorganic & Nuclear

Luminescent Neutral Cyclometalated Iridium(III) Complexes Featuring a Cubic Polyhedral Oligomeric Silsesquioxane for Lipid Droplet Imaging and Photocytotoxic Applications

Jing-Hui Zhu, Shek-Man Yiu, Ben Zhong Tang, Kenneth Kam-Wing Lo

Summary: Novel neutral iridium(III) complexes with cubic polyhedral oligomeric silsesquioxane (POSS) units were designed, providing promising luminescent probes for lipid droplets through structural modification.

INORGANIC CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Phosphorogenic Iridium(III) bis-Tetrazine Complexes for Bioorthogonal Peptide Stapling, Bioimaging, Photocytotoxic Applications, and the Construction of Nanosized Hydrogels

Alex Man-Hei Yip, Calvin Kin-Ho Lai, Ken Shek-Man Yiu, Kenneth Kam-Wing Lo

Summary: 1,2,4,5-tetrazine functions as both a bioorthogonal reactive unit and a luminescence quencher, making it a desirable candidate for luminogenic labeling in living systems. This study synthesized and characterized three cyclometalated iridium(III) complexes with two tetrazine units, which exhibited high reaction kinetics towards specific substrates, allowing effective peptide labeling. These complexes were also applied for live cell bioimaging and photocytotoxicity, and one of them was used to prepare luminescent nanosized hydrogels with interesting cargo delivery properties.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Review Chemistry, Multidisciplinary

Luminescent and Photofunctional Transition Metal Complexes: From Molecular Design to Diagnostic and Therapeutic Applications

Lawrence Cho-Cheung Lee, Kenneth Kam-Wing Lo

Summary: There has been a growing interest in utilizing the photophysical and photochemical properties of transition metal complexes for diagnostic and therapeutic applications. This Perspective highlights the recent advances in developing luminescent and photofunctional transition metal complexes, particularly those of rhenium(I), ruthenium(II), osmium(II), iridium(III), and platinum(II) as bioimaging reagents and phototherapeutic agents. The focus is on molecular design strategies that harness and modulate the interesting photophysical and photochemical behavior of these complexes. The current challenges and future outlook of transition metal complexes for both fundamental research and clinical applications are also discussed.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Review Chemistry, Multidisciplinary

Strategic Design of Luminescent Rhenium(I), Ruthenium(II), and Iridium(III) Complexes as Activity-Based Probes for Bioimaging and Biosensing

Lawrence Cho-Cheung Lee, Kenneth Kam-Wing Lo

Summary: The rapid development of responsive fluorescent probes has advanced optical imaging for biological research and biomedical applications. Activity-based sensing is a promising strategy for the development of responsive probes for selective molecular imaging. Luminescent transition metal complexes have remarkable photophysical behavior and have been widely used for bioimaging and biosensing applications, especially as activity-based probes for detecting chemical species and bioactive molecules.

CHEMISTRY-AN ASIAN JOURNAL (2022)

Review Chemistry, Inorganic & Nuclear

Recent Development of Photofunctional Transition Metal-Peptide Conjugates for Bioimaging and Therapeutic Applications

Lawrence Cho-Cheung Lee, Lili Huang, Peter Kam-Keung Leung, Kenneth Kam-Wing Lo

Summary: Peptides are ideal for diagnostic and therapeutic applications due to their small size, ease of synthesis, high affinity, and low immunogenicity. Photofunctional transition metal complexes have gained significant interest as cellular probes, bioimaging reagents, and therapeutic agents, owing to their unique photophysical and photochemical properties. This review summarizes recent advances in the development of photofunctional transition metal-peptide conjugates for bioimaging and therapeutic applications, with a focus on their cellular uptake, intracellular localization, and cytotoxic activity. The challenges and future prospects of these conjugates as diagnostic and therapeutic tools are also discussed.

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY (2022)

Editorial Material Chemistry, Inorganic & Nuclear

Inorganic Chemistry in Hong Kong

Kenneth Kam-Wing Lo

Summary: Inorganic chemistry research in Hong Kong has made impressive progress and gained worldwide recognition. This Guest Editorial introduces the research conducted in seven universities: City University of Hong Kong (CityU), The Chinese University of Hong Kong (CUHK), The Education University of Hong Kong (EdUHK), Hong Kong Baptist University (HKBU), The University of Hong Kong (HKU), The Hong Kong University of Science and Technology (HKUST), and The Hong Kong Polytechnic University (PolyU).

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY (2023)

Article Chemistry, Multidisciplinary

A Concerted Enzymatic and Bioorthogonal Approach for Extra- and Intracellular Activation of Environment-Sensitive Ruthenium(II)-Based Imaging Probes and Photosensitizers

Justin Shum, Lawrence Cho-Cheung Lee, Michael Wai-Lun Chiang, Yun-Wah Lam, Kenneth Kam-Wing Lo

Summary: This article reports a novel targeting strategy that combines an enzyme-instructed self-assembly (EISA) moiety and a strained cycloalkyne to create bioorthogonal sites in cancer cells. These sites can serve as triggers for activation of transition metal-based probes, specifically new ruthenium(II) complexes with a tetrazine unit, enabling controllable phosphorescence and singlet oxygen generation. The study also demonstrates that the hydrophobic regions provided by the large supramolecular assemblies further enhance the environment-sensitive emission of the complexes, making them highly advantageous for biological imaging. Additionally, the (photo)cytotoxicity of the large supramolecular assemblies containing the complexes was investigated, with results showing that cellular localization (extracellular and intracellular) significantly impacts the efficiency of the photosensitizers.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Editorial Material Chemistry, Multidisciplinary

We Glow Together: A Dialogue on Luminescent Compounds

Stefanie Dehnen, Jonathan W. Steed, Kenneth Lo, Katja Heinze, Oliver S. Wenger, Shalini Singh, Hai-Bo Yang, Shuang-Quan Zang

CRYSTAL GROWTH & DESIGN (2023)

Editorial Material Chemistry, Inorganic & Nuclear

We Glow Together: A Dialogue on Luminescent Compounds

Stefanie Dehnen, Jonathan W. Steed, Kenneth Lo, Katja Heinze, Oliver S. Wenger, Shalini Singh, Hai-Bo Yang, Shuang-Quan Zang

INORGANIC CHEMISTRY (2023)

Article Chemistry, Inorganic & Nuclear

Luminescent iridium(iii) porphyrin complexes as near-infrared-emissive biological probes

Lijuan Hua, Kenneth Yin Zhang, Hua-Wei Liu, Kin-Shing Chan, Kenneth Kam-Wing Lo

Summary: We report the design, synthesis, and characterisation of a series of luminescent iridium(iii) porphyrin complexes. The complexes exhibited long-lived near-infrared (NIR) emission and showed cytotoxic activity towards HeLa cells. Cellular uptake studies indicated that the cationic complexes had higher uptake efficiency. Additionally, a carboxyl complex was used to label a model protein and showed similar photophysical properties and intracellular localization behavior.

DALTON TRANSACTIONS (2023)

Article Chemistry, Multidisciplinary

Bioorthogonal dissociative rhenium(i) photosensitisers for controlled immunogenic cell death induction

Guang-Xi Xu, Lawrence Cho-Cheung Lee, Peter Kam-Keung Leung, Eunice Chiu-Lam Mak, Justin Shum, Kenneth Yin Zhang, Qiang Zhao, Kenneth Kam-Wing Lo

Summary: In this study, a bioorthogonal dissociative photosensitizer based on rhenium(i) polypyridine complexes was designed for the controlled induction of immunogenic cell death. The photosensitizer exhibited increased emission intensities and singlet oxygen generation efficiencies upon reaction with trans-cyclooct-4-enol, leading to enhanced cytotoxic activity towards tumor cells and the induction of a cascade of biological effects including lysosomal dysfunction, autophagy suppression, and immunogenic cell death.

CHEMICAL SCIENCE (2023)

Article Chemistry, Multidisciplinary

Photofunctional cyclometallated iridium(iii) polypyridine methylsulfone complexes as sulfhydryl-specific reagents for bioconjugation, bioimaging and photocytotoxic applications

Lili Huang, Peter Kam-Keung Leung, Lawrence Cho-Cheung Lee, Guang-Xi Xu, Yun-Wah Lam, Kenneth Kam-Wing Lo

Summary: We report the development of near-infrared (NIR)-emitting cyclometallated iridium(iii) complexes containing a heteroaromatic methylsulfone moiety as sulfhydryl-specific reagents. One of the complexes was conjugated to cysteine and cysteine-containing peptides and proteins for bioimaging and photocytotoxic applications.

CHEMICAL COMMUNICATIONS (2022)

Article Chemistry, Multidisciplinary

Bioorthogonal control of the phosphorescence and singlet oxygen photosensitisation properties of iridium(iii) tetrazine complexes

Peter Kam-Keung Leung, Lawrence Cho-Cheung Lee, Herman Ho-Yin Yeung, Kai-Wa Io, Kenneth Kam-Wing Lo

Summary: In this study, bioorthogonal control of the phosphorescence and singlet oxygen photosensitisation properties of new iridium(iii) tetrazine complexes was demonstrated using different reaction partners. This system was utilized for organelle-specific staining and modulated photocytotoxic activity applications.

CHEMICAL COMMUNICATIONS (2021)

暂无数据