Article
Environmental Sciences
Ping Yang, Hui Huang, XiaoBao Xie
Summary: The spread of antibiotic resistant bacteria from wastewater to the environment poses serious threats to human health. A potential solution is to use photosensitizers with broad-spectrum antibacterial activity for photo-oxidation in wastewater treatment. In this study, an aggregation-induced emission photosensitizer, TBTPy, was successfully designed and developed. TBTPy can efficiently generate singlet oxygen under white-light irradiation, leading to rapid and effective photo-oxidative killing of bacteria and fungi.
ENVIRONMENTAL POLLUTION
(2023)
Article
Chemistry, Physical
Dhruval K. Joshi, Frank Betancourt, Melanie Pilkington, Hongbin Yan
Summary: A series of BODIPY derivatives were synthesized and their photostability and ability to generate singlet oxygen species were determined. The photostability of 2,6-dibromo-4,4-dicyano-4-bora-3a,4a-diaza-s-indacene was similar to Rose Bengal, while 2,6-diiodo-8-iodomethyl-1,3,5,7-tetramethyl-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene and 1,3,5,7,8-pentamethyl-2,6-diiodo-4,4-dicyano-4-bora-3a,4a-diaza-s-indacene were the least stable. 2,6-dibromo- and 2,6-diiodo-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene were more efficient than Rose Bengal in generating singlet oxygen species.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2023)
Article
Chemistry, Physical
Keita Nakane, Tatsuya Niwa, Michihiko Tsushima, Shusuke Tomoshige, Hideki Taguchi, Hiroyuki Nakamura, Minoru Ishikawa, Shinichi Sato
Summary: The novel function of BODIPY as a catalyst for chemical labelling of histidine is revealed. It oxidizes histidine residues using singlet oxygen produced by its photosensitizer property, and the oxidized histidine is then trapped by a nucleophile. This selective labelling allows site-selective functionalization of proteins/peptides.
Review
Chemistry, Inorganic & Nuclear
E. Pang, Shaojing Zhao, Benhua Wang, Guangle Niu, Xiangzhi Song, Minhuan Lan
Summary: This article systematically summarizes various strategies to improve the generation efficiency of singlet oxygen (O-1(2)) in photosensitizers (PS) and discusses their advantages, disadvantages, and challenges.
COORDINATION CHEMISTRY REVIEWS
(2022)
Article
Chemistry, Applied
Haiying Bai, Zhao Xiong, Fenfen Zhou, Jia-Mei Qin, Shi-Lian Wen, Zhimei Li, Yong Chen, Qian-Yong Cao
Summary: In this study, a new photosensitizer TPETP-TG was designed and synthesized for cancer cell ablation and bacteria killing. TPETP-TG showed good stability and biocompatibility in aqueous solution, and exhibited a high level of reactive oxygen species generation under white light irradiation, selectively targeting cancer cells and bacteria.
Article
Chemistry, Physical
Wenbin Hu, Xian-Fu Zhang, Mingyu Liu
Summary: The newly synthesized thioalkyl and thiophenyl BODIPYs are much more efficient in generating the excited triplet state and singlet oxygen compared to the unsubstituted BODIPY parent. The presence of thioalkyl and thiophenyl remarkably decreases the quantum yield of fluorescence and shortens the fluorescence lifetime of BODIPYs, leading to the efficient formation of triplet state and singlet oxygen. This finding provides a new method to develop heavy atom free photosensitizers for various applications in photodynamic therapy, solar cell technology, and photoredox catalysis.
JOURNAL OF PHYSICAL CHEMISTRY C
(2021)
Article
Engineering, Environmental
Ziyong Li, Si Chen, Yurou Huang, Hui Zhou, Shuren Yang, Haining Zhang, Mingxing Wang, Hui Guo, Jun Yin
Summary: Researchers have developed a novel photosensitizer system that allows for reversible control over singlet oxygen generation. This photosensitizer exhibits excellent aggregation-induced emission properties and photoswitching behavior, making it suitable for precise photodynamic therapy.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Spectroscopy
Jin Bai, Lei Zhang, Ying Qian
Summary: In this study, a novel NIR and lysosomal targeting thiophene-BODIPY photosensitizer SBOP-Lyso was synthesized to explore its potential applications in photodynamic therapy. SBOP-Lyso demonstrated high singlet oxygen yield, good biocompatibility, and effective inhibition of A549 cells migration. The unique lysosome-targeted properties of SBOP-Lyso make it a promising candidate for cancer cell PDT.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2021)
Article
Engineering, Environmental
Tianwei Li, Zhe Xu, Hong Chen, Shijie Zhen, Hua Gu, Zujin Zhao, Ben Zhong Tang
Summary: Photodynamic therapy (PDT) has many advantages including precise control, noninvasiveness, high efficiency, and spatiotemporal selectivity. However, most currently used photosensitizers have drawbacks of weak light absorption and low reactive oxygen species generation ability. By introducing highly electronegative nitrogen atom, two photostable photosensitizers are designed to have high absorption coefficient and efficient ROS generation ability.
CHEMICAL ENGINEERING JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Jian-Gang Yu, Li-Ying Sun, Chong Wang, Yang Li, Ying-Feng Han
Summary: The coordination-driven self-assembly with TPE units has attracted much attention for applications in chemical sensors, cell imaging agents, light-harvesting systems, etc., thanks to the potential of aggregation-induced emission (AIE) phenomena. Recent advances have been made in the design and application of TPE-based metallacycles, metallacages, metal-organic frameworks (MOFs) and coordination polymers (CPs), leading to improved stabilities and enhanced chemical responses exhibited by the products.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Ezel Ozturk Gunduz, Berkan Tasasiz, M. Emre Gedik, Gurcan Gunaydin, Elif Okutan
Summary: Three multifunctional targeted NI-BODIPYs and GO nanocarriers were fabricated for specific recognition of cancer cells and efficient singlet oxygen production. Detailed characterization, photophysical/ photochemical properties, and interactions with GO were studied. Formation of nanohybrids with GO promoted singlet oxygen formation and showed no dark toxicity, as evaluated with human chronic myelogenous leukemia cells.
Article
Nanoscience & Nanotechnology
Dugang Chen, Zi Long, Cheng Zhong, Li Chen, Yecheng Dang, Jing-Jing Hu, Xiaoding Lou, Fan Xia
Summary: This study designed and synthesized AIE fluorogens with excellent photophysical properties and high O-1(2) generation ability, which were fabricated into nanoparticles showing great potential as photosensitizers for PDT in treating superficial diseases.
ACS APPLIED BIO MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Haining Zhang, Chaojun He, Limin Shen, Wenjun Tao, Jianhui Zhu, Jinzhao Song, Ziyong Li, Jun Yin
Summary: An amphiphilic AIE photosensitizer that can easily penetrate bacterial membranes has been developed. Preliminary binding experiments with phospholipids have shown its membrane specificity. The photosensitizer has demonstrated broad-spectrum bacterial staining and photodynamic antibacterial activity against S. aureus and E. coli.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Lukas J. Patalag, Joscha Hoche, Roland Mitric, Daniel B. Werz, Ben L. Feringa
Summary: This study presents a systematic investigation on the extent to which exciton formation can amplify fluorescence. The results demonstrate that masked fluorescence can be fully reactivated regardless of the imposed conformational rigidity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Nanoscience & Nanotechnology
Mohammad Tavakkoli Yaraki, Bin Liu, Yen Nee Tan
Summary: This paper reviews the recent development of nano-photosensitizers and nanoplasmonic strategies in photodynamic therapy. Firstly, the limitations of classical photosensitizers in PDT are discussed, followed by an introduction to three types of new generation nano-photosensitizers and their synthesis methods. The strategies of using metal nanoparticles to enhance singlet oxygen generation efficiency of nano-photosensitizers are also discussed. Lastly, the future prospects of these nanoengineering strategies are highlighted.
NANO-MICRO LETTERS
(2022)
Article
Chemistry, Organic
Claire Donohoe, Asterios Charisiadis, Sophie Maguire, Brendan Twamley, Fabio A. Schaberle, Ligia C. Gomes-da-Silva, Mathias O. Senge
Summary: The time dependence of atropisomer interconversion has hindered the development of single atropisomer drug candidates. The instability caused by moderate interconversion energy barriers is a concern for drug stability. However, there is a recent focus on developing stable atropisomer drugs with enhanced activity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Engineering, Electrical & Electronic
Sambhavi Shukla, Nitika Grover, Pankaj Arora
Summary: Biomolecular variations can be explained by changes in the intrinsic properties of the surrounding medium, such as the refractive index. This study uses a modified attenuated total internal reflection configuration for telecommunication wavelength to induce surface plasmon resonance with Aluminum (Al) metal. By using a metal-dielectric-metal configuration under angle interrogation, along with the materials of barium titanate and Molybdenum disulfide (MoS2), the sensing performance of the plasmonic device is enhanced. After optimizations, the proposed device achieves a maximum Figure of Merit (FOM) of 540.9 RIU-1, improving the resolution. The Al-based multi-layered plasmonic device can be used for chikungunya virus detection and resolution enhancement in the near-infrared region.
OPTICAL AND QUANTUM ELECTRONICS
(2023)
Article
Chemistry, Multidisciplinary
Biao Yang, Kaifeng Niu, Nan Cao, Nitika Grover, Wenchao Zhao, Alexander Riss, Jonas Bjoerk, Willi Auwaerter, Johannes V. Barth, Mathias O. Senge
Summary: In this study, the behavior of 1,3-disubstituted BCP moieties on metal surfaces was examined using low-temperature scanning tunneling microscopy/non-contact atomic force microscopy studies and density functional theory modeling. The configuration, supramolecular assembly, and thermally activated dehalogenative coupling reactions of BCP-containing precursors on Au(111) were investigated, resulting in the formation of polymeric chains. These findings provide sub-molecular insights into the behavior of BCP scaffolds on surfaces and expand the potential application of BCP derivatives in custom-designed surface architectures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Nitika Grover, Maxime Cheveau, Brendan Twamley, Christopher J. Kingsbury, Cornelia M. Mattern, Mathias O. Senge
Summary: We present a two-step method for obtaining versatile bicyclo[1.1.1]pentane (BCP) derivatives using Grignard reagents. This approach allows for the incorporation of BCP units into tetrapyrrolic macrocycles, as well as the synthesis of a novel class of calix[4]pyrrole analogues by replacing bridging methylene groups with BCP units. Moreover, electron-withdrawing substituents at the BCP bridgeheads lead to the formation of a doubly N-confused system. Single-crystal X-ray diffraction analyses and 2D NMR spectroscopy reveal that the pyrrole rings in BCP-containing macrocycles exist in 1,3-alternate or alpha beta alpha beta conformations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Irina Osadchuk, Hanna-Eliisa Luts, Karolis Norvaisa, Victor Borovkov, Mathias O. Senge
Summary: The determination of molecular stereochemistry and absolute configuration is important in chemistry, pharmacology, and biology. Electronic circular dichroism (ECD) is a widely used tool for chirality assignment, but the mechanisms of induced ECD in porphyrin complexes are not fully understood.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Pharmacology & Pharmacy
Hicham Wahnou, Ibtissam Youlyouz-Marfak, Bertrand Liagre, Vincent Sol, Mounia Oudghiri, Raphael Emmanuel Duval, Youness Limami
Summary: Prostate cancer is a major concern worldwide, and current treatments have limitations and side effects. Photodynamic therapy (PDT) is a promising alternative that uses light-activated photosensitizers to induce tumor cell death. There are synthetic and natural photosensitizers, and combining PDT with other therapies is being explored. This review provides an overview of conventional treatments, principles of PDT, different types of photosensitizers, and ongoing research on combination therapy for prostate cancer. PDT has the potential to be a more effective and less invasive treatment option, and research aims to improve its selectivity and efficacy.
Article
Polymer Science
Abdechakour Elkihel, Charlotte Vernisse, Tan-Sothea Ouk, Romain Lucas-Roper, Vincent Chaleix, Vincent Sol
Summary: This study presents a synthesis method for light-triggered antibacterial hydrogels based on xylan chains chemically bound to meso-tetra(4-carboxyphenyl)porphyrin (TCPP). TCPP not only acts as an efficient photosensitizer against Gram-positive bacteria, but also serves as a cross-linking agent for the hydrogels. The hydrogels were characterized using infrared spectroscopy (ATR-FTIR), scanning electron microscopy (SEM), and swelling and rheological tests. Under visible light irradiation, the hydrogels showed interesting antimicrobial activity against Staphylococcus aureus and Bacillus cereus, suggesting their potential for the treatment of skin bacterial infections through photodynamic antimicrobial chemotherapy (PACT).
Article
Crystallography
Harry C. Sample, Brendan Twamley, Mathias O. Senge
Summary: The crystal structures of three S-(pyridin-2-yl) benzothioesters with different para-phenyl substituents are reported. These compounds are used in the mono-acylation of pyrrolic species to produce multifunctional tetrapyrroles. The dominant interactions in the crystal packing vary from pi-pi stacking in compound 1 to exclusively C-H···O/N interactions in compound 3 as the para-phenyl motif changes from electron withdrawing to electron donating.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
(2023)
Article
Crystallography
Harry C. Sample, Brendan Twamley, Mathias O. Senge
Summary: The crystal structure of compound 1 (C26H24Br2N4O8S2) is presented in this study. Compound 1 was obtained as a by-product in the synthesis of geminal-dimethyl hydrodipyrrins. Unexpected enantiomeric resolution was observed in both the bulk sample and crystal of 1, with distinct C-H···O (C-methyl-H···O-nitro, C-sp3-H···O-sulfonyl) interactions present in the enantiomers, along with other interactions, forming a polymer along the c-axis direction. Little data is available on the 1,3-dinitrobutane scaffold, unlike the well-documented pyrrolic fragments.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Davide Ranieri, Alberto Privitera, Fabio Santanni, Karolina Urbanska, Grant J. Strachan, Brendan Twamley, Enrico Salvadori, Yu-Kai Liao, Mario Chiesa, Mathias O. Senge, Federico Totti, Lorenzo Sorace, Roberta Sessoli
Summary: By synthesizing and studying a VIVO-CuII porphyrin dimer, we observed measurable exchange coupling and good spin coherence, making it suitable for operating two-qubit molecular spin-based quantum gates under various conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Irina Osadchuk, Hanna-Eliisa Luts, Karolis Norvaisa, Victor Borovkov
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Editorial Material
Chemistry, Multidisciplinary
Irina Osadchuk, Hanna-Eliisa Luts, Karolis Norvaisa, Victor Borovkov, Mathias O. Senge
Summary: This article features the groups of Irina Osadchuk at Tallinn University of Technology and Mathias Senge at Trinity College Dublin. The image illustrates the measurement and simulation of ECD and UV-Vis spectra of a porphyrin molecule with two guest molecules (R)-camphor sulfonic acid under UV-visible light irradiation. Read the full text of the article at 10.1002/chem.202301408.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Nan Cao, Jonas Bjoerk, Eduardo Corral-Rascon, Zhi Chen, Mario Ruben, Mathias O. Senge, Johannes V. Barth, Alexander Riss
Summary: This study investigates how aromaticity affects the reactivity of alkyne-substituted porphyrin molecules on a Au(111) surface. The experiments show that carbon atoms stabilized by aromaticity display lower reactivity, which is consistent with density functional theory calculations.
Review
Oncology
Salma Benayad, Hicham Wahnou, Riad El Kebbaj, Bertrand Liagre, Vincent Sol, Mounia Oudghiri, El Madani Saad, Raphael Emmanuel Duval, Youness Limami
Summary: With its potential to inhibit cancer development, piperine, a natural compound, shows promise in cancer prevention and treatment.
