Bioorthogonal dissociative rhenium(<scp>i</scp>) photosensitisers for controlled immunogenic cell death induction

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

doi:10.1039/d3sc04903e

Cited by 5 publications

(3 citation statements)

References 50 publications

(69 reference statements)

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“…1299 Lo and co-workers have utilized this "click-torelease" strategy to develop rhenium(I) tetrazine complexes (698) (Chart 315) as bioorthogonally activatable photosensitizers. 1300 These complexes display weak emission (Φ em = 0.029 to 0.039) and 1 O 2 photosensitization (Φ Δ = 0.22 to 0.48) due to the quenching tetrazine moiety. Incubation of the complexes with TCO induces the bioorthogonal cleavage reaction, increasing both the emission intensities and 1 O 2 generation efficiencies of the complexes.…”

Section: Inverse Electron-demand Diels−alder Reactionmentioning

confidence: 99%

“…One example is the IEDDA reaction between a methylene carbamate-substituted tetrazine and a TCO, which induces carbamate cleavage and liberates a secondary amine . Lo and co-workers have utilized this “click-to-release” strategy to develop rhenium(I) tetrazine complexes ( 698 ) (Chart ) as bioorthogonally activatable photosensitizers . These complexes display weak emission ( Φ em = 0.029 to 0.039) and 1 O 2 photosensitization ( Φ Δ = 0.22 to 0.48) due to the quenching tetrazine moiety.…”

Section: Luminescent Transition Metal Complexes As Bioorthogonal Probesmentioning

confidence: 99%

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Shining New Light on Biological Systems: Luminescent Transition Metal Complexes for Bioimaging and Biosensing Applications

Lee,

2024

Chem. Rev.

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Luminescence imaging is a powerful and versatile technique for investigating cell physiology and pathology in living systems, making significant contributions to life science research and clinical diagnosis. In recent years, luminescent transition metal complexes have gained significant attention for diagnostic and therapeutic applications due to their unique photophysical and photochemical properties. In this Review, we provide a comprehensive overview of the recent development of luminescent transition metal complexes for bioimaging and biosensing applications, with a focus on transition metal centers with a d 6 , d 8 , and d 10 electronic configuration. We elucidate the structure−property relationships of luminescent transition metal complexes, exploring how their structural characteristics can be manipulated to control their biological behavior such as cellular uptake, localization, biocompatibility, pharmacokinetics, and biodistribution. Furthermore, we introduce the various design strategies that leverage the interesting photophysical properties of luminescent transition metal complexes for a wide variety of biological applications, including autofluorescence-free imaging, multimodal imaging, organelle imaging, biological sensing, microenvironment monitoring, bioorthogonal labeling, bacterial imaging, and cell viability assessment. Finally, we provide insights into the challenges and perspectives of luminescent transition metal complexes for bioimaging and biosensing applications, as well as their use in disease diagnosis and treatment evaluation.

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Section: Inverse Electron-demand Diels−alder Reactionmentioning

confidence: 99%

Section: Luminescent Transition Metal Complexes As Bioorthogonal Probesmentioning

confidence: 99%

Shining New Light on Biological Systems: Luminescent Transition Metal Complexes for Bioimaging and Biosensing Applications

Lee,

2024

Chem. Rev.

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“…Photodynamic therapy (PDT) is a promising therapeutic strategy to circumvent these defects. As a light-driven modality, with the high spatiotemporal selectivity of light, reactive species can be generated explicitly in cancer locations and thus avoid noncancerous tissue damage. − Traditionally, PDT-inducing cell death was categorized into apoptosis or uncontrolled necrosis . However, current observations revealed that cancer cells can pass through various nonconventional cell death pathways after PDT processes. , Liu designed membrane anchoring photosensitizers with aggregation-induced emission characteristics for cancer cell ablation via photoactivated pyroptosis .…”

Section: Introductionmentioning

confidence: 99%

Two-Photon Photodegradation of E3 Ubiquitin Ligase Cereblon by a Ru(II) Complex: Inducing Ferroptosis in Cisplatin-Resistant Tumor Cells

Lin,

Zheng,

Xiong

et al. 2024

J. Med. Chem.

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Using photodynamic therapy (PDT) to trigger nonconventional cell death pathways has provided a new scheme for highly efficient and non-side effects to drug-resistant cancer therapies. Nonetheless, the unclear targets of available photosensitizers leave the manner of PDT-induced tumor cell death relatively unpredictable. Herein, we developed a novel Ru(II)-based photosensitizer, Ru-Poma. Possessing the E3 ubiquitin ligase CRBN-targeting moiety and high singlet oxygen yield of 0.96, Ru-Poma was demonstrated to specifically photodegrade endogenous CRBN, increase lipid peroxide, downregulate GPX4 and GAPDH expression, and consequently induce ferroptosis in cisplatin-resistant cancerous cells. Furthermore, with the deep penetration of two-photon excitation, Ru-Poma achieved drug-resistant circumvention in a 3D tumor cell model. Thus, we describe the first sample of the CRBN-targeting Ru(II) complex active in PDT.

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Leveraging the Photofunctions of Transition Metal Complexes for the Design of Innovative Phototherapeutics

Lee,

2024

Small Methods

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Despite the advent of various medical interventions for cancer treatment, the disease continues to pose a formidable global health challenge, necessitating the development of new therapeutic approaches for more effective treatment outcomes. Photodynamic therapy (PDT), which utilizes light to activate a photosensitizer to produce cytotoxic reactive oxygen species (ROS) for eradicating cancer cells, has emerged as a promising approach for cancer treatment due to its high spatiotemporal precision and minimal invasiveness. However, the widespread clinical use of PDT faces several challenges, including the inefficient production of ROS in the hypoxic tumor microenvironment, the limited penetration depth of light in biological tissues, and the inadequate accumulation of photosensitizers at the tumor site. Over the past decade, there has been increasing interest in the utilization of photofunctional transition metal complexes as photosensitizers for PDT applications due to their intriguing photophysical and photochemical properties. This review provides an overview of the current design strategies used in the development of transition metal complexes as innovative phototherapeutics, aiming to address the limitations associated with PDT and achieve more effective treatment outcomes. The current challenges and future perspectives on the clinical translation of transition metal complexes are also discussed.

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

Abstract: Photosensitisers for photoimmunotherapy with high spatiotemporal controllability are rare. In this work, we designed rhenium(I) polypyridine complexes modified with a tetrazine unit via a bioorthogonally activatable carbamate linker as bioorthogonally...

Cited by 5 publications

References 50 publications

Shining New Light on Biological Systems: Luminescent Transition Metal Complexes for Bioimaging and Biosensing Applications

Shining New Light on Biological Systems: Luminescent Transition Metal Complexes for Bioimaging and Biosensing Applications

Two-Photon Photodegradation of E3 Ubiquitin Ligase Cereblon by a Ru(II) Complex: Inducing Ferroptosis in Cisplatin-Resistant Tumor Cells

Leveraging the Photofunctions of Transition Metal Complexes for the Design of Innovative Phototherapeutics

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