Excitation‐Wavelength‐Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G‐Anthracene Conjugate

Zhao, Hanjun; Takano, Yuta; Sasikumar, Devika; Miyatake, Yukiko; Biju, Vasudevanpillai

doi:10.1002/chem.202202014

Cited by 7 publications

(2 citation statements)

References 29 publications

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“…46,48 In TCPP and its derivatives, 1 O 2 is formed as the result of photoinduced energy transfer from the excited porphyrin core to molecular oxygen ( 3 O 2 ), which can be detected using a commercial fluorogenic 1 O 2 sensor, singlet oxygen sensor green (SOSG). 49,50 Fig. 2 Absorption spectra of (A) QD-COOH, (B) mono-QD, and (C) ms-QD, and photoluminescence (PL) spectra (l ex : 405 nm) of (D) QD-COOH, (E) mono-QD, and (F) ms-QD in 10 mM HEPES aq.…”

Section: Particle Formation Mechanism By the Bns Methods And Its Pote...mentioning

confidence: 99%

Bio-catalytic nanoparticle shaping for preparing mesoscopic assemblies of semiconductor quantum dots and organic molecules

Akter,

Kirkwood,

Zaman

et al. 2024

Nanoscale Horiz.

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Section: Particle Formation Mechanism By the Bns Methods And Its Pote...mentioning

confidence: 99%

Bio-catalytic nanoparticle shaping for preparing mesoscopic assemblies of semiconductor quantum dots and organic molecules

Akter,

Kirkwood,

Zaman

et al. 2024

Nanoscale Horiz.

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“…This compound is now commercially available. Another compound, a rhodamine 6G-aminomethylanthracene-linked donor–acceptor molecule (RA), was reported to exhibit unique properties [ 41 ]. RA acts as a fluorogenic 1 O 2 sensor molecule and also acts as a photosensitizer to generate 1 O 2 upon exposure to green light.…”

Section: Fundamental Knowledge Of the Biochemical Properties Of ...mentioning

confidence: 99%

Biological Action of Singlet Molecular Oxygen from the Standpoint of Cell Signaling, Injury and Death

2023

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Energy transfer to ground state triplet molecular oxygen results in the generation of singlet molecular oxygen (1O2), which has potent oxidizing ability. Irradiation of light, notably ultraviolet A, to a photosensitizing molecule results in the generation of 1O2, which is thought to play a role in causing skin damage and aging. It should also be noted that 1O2 is a dominant tumoricidal component that is generated during the photodynamic therapy (PDT). While type II photodynamic action generates not only 1O2 but also other reactive species, endoperoxides release pure 1O2 upon mild exposure to heat and, hence, are considered to be beneficial compounds for research purposes. Concerning target molecules, 1O2 preferentially reacts with unsaturated fatty acids to produce lipid peroxidation. Enzymes that contain a reactive cysteine group at the catalytic center are vulnerable to 1O2 exposure. Guanine base in nucleic acids is also susceptible to oxidative modification, and cells carrying DNA with oxidized guanine units may experience mutations. Since 1O2 is produced in various physiological reactions in addition to photodynamic reactions, overcoming technical challenges related to its detection and methods used for its generation would allow its potential functions in biological systems to be better understood.

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Anthracene‐Based Endoperoxides as Self‐Sensitized Singlet Oxygen Carriers for Hypoxic‐Tumor Photodynamic Therapy

He,

Tang

2024

Adv Healthcare Materials

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Singlet oxygen is a crucial reactive oxygen species (ROS) in photodynamic therapy (PDT). However, the hypoxic tumor microenvironment limits the production of cytotoxic singlet oxygen through the light irradiation of PDT photosensitizers (PSs). This restriction poses a major challenge in improving the effectiveness of PDT. To overcome this challenge, researchers have explored the development of singlet oxygen carriers that can capture and release singlet oxygen in physiological conditions. Among these developments, anthracene‐based endoperoxides, initially discovered almost 100 years ago, have shown the ability to generate singlet oxygen controllably under thermal or photo stimuli. Recent advancements have led to the development of a new class of self‐sensitized anthracene‐endoperoxides, with potential applications in enhancing PDT effects for hypoxic tumors. This review discusses the current research progress in utilizing self‐sensitized anthracene‐endoperoxides as singlet oxygen carriers for improved PDT. It covers anthracene‐conjugated small organic molecules, metal–organic complexes, polymeric structures, and other self‐sensitized nano‐structures. The molecular structural designs, mechanisms, and characteristics of these systems will be discussed. This review aims to provide valuable insights for developing high‐performance singlet oxygen carriers for hypoxic‐tumor PDT.

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Excitation‐Wavelength‐Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G‐Anthracene Conjugate

Cited by 7 publications

References 29 publications

Bio-catalytic nanoparticle shaping for preparing mesoscopic assemblies of semiconductor quantum dots and organic molecules

Bio-catalytic nanoparticle shaping for preparing mesoscopic assemblies of semiconductor quantum dots and organic molecules

Biological Action of Singlet Molecular Oxygen from the Standpoint of Cell Signaling, Injury and Death

Anthracene‐Based Endoperoxides as Self‐Sensitized Singlet Oxygen Carriers for Hypoxic‐Tumor Photodynamic Therapy

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