Article
Chemistry, Multidisciplinary
Xuan Liang, Shan Qian, Zhizheng Lou, Renming Hu, Yuchen Hou, Peng R. Chen, Xinyuan Fan
Summary: The development of a biocompatible photocatalytic technology termed CAT-NIR enables the spatiotemporal manipulation of biological processes in living animals using external near infrared light (NIR). This system utilizes Os(II) terpyridine complex as an efficient NIR photocatalyst for deboronative hydroxylation reactions, resulting in the release of bioactive molecules. CAT-NIR also allows for the regulation of affibody binding to cell surface receptors through genetic code expansion and computer-aided screening, providing a selective cell tagging technology with external NIR light.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Engineering, Environmental
Meng Zhang, Songcai Cai, Juanjuan Li, Ehiaghe Agbovhimen Elimian, Jing Chen, Hongpeng Jia
Summary: The ternary multifunctional catalyst Pt-Cox/CN can efficiently degrade toluene, with the introduction of CoO enhancing light absorption and toluene adsorption. This promotes catalytic oxidation reactions and activates lattice oxygen for photothermal catalysis.
JOURNAL OF HAZARDOUS MATERIALS
(2021)
Article
Chemistry, Physical
Valerio Sabatino, V. B. Unnikrishnan, Goncalo J. L. Bernardes
Summary: Bioorthogonal chemistry provides powerful tools for studying and manipulating biological systems without interfering with biological processes. The possibility of using bioorthogonal tools for prodrug activation is a promising area of research, which is currently progressing towards clinical trials. Metal-mediated bioorthogonal cleavage reactions have limitations in biological media, but they have been engineered for applications such as the release of small molecules.
Review
Biochemistry & Molecular Biology
Daniil Spector, Kirill Pavlov, Elena Beloglazkina, Olga Krasnovskaya
Summary: Pt(IV) prodrugs with a light-controlled mode of activation show high antiproliferative activity when irradiated, but are non-toxic in the absence of light. This review discusses recent advances in photoabsorber-mediated photocontrollable activation of Pt(IV) prodrugs, focusing on the photocatalytic strategy based on flavin derivatives and the conjugation of photoactive molecules with Pt(II) drugs.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Multidisciplinary
Mengyang Chang, Feng Gao, Devin Pontigon, Giri Gnawali, Hang Xu, Wei Wang
Summary: A bioorthogonal on-demand prodrug strategy was developed to selectively activate and release PROTACs in cancer cells. The strategy utilizes a Tetrazine-modified RGD peptide as an activation component for targeted degradation of proteins of interest (POIs) in cancer cells. The results demonstrate selective activation of the PROTACs in an integrin alpha(v)beta(3)-dependent manner for protein degradation in cancer cells.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Nanoscience & Nanotechnology
Shuke Yang, Liang-Hua Zou, Runqi Li, Yu Jiang, Fei Ren, Andong Shao
Summary: Photoactivatable fluorescence imaging is a valuable method for visualizing protein localization, trafficking, and interactions. In this study, we designed four bioorthogonal fluorescent probes by incorporating photoactive cages and HaloTag ligands onto a coumarin fluorophore. Only one of the probes, K3, displayed an aggregation-induced emission effect. Macromolecular fluorescent probes were obtained by covalently attaching the probes to HaloTag-fused proteins, and they exhibited higher fluorescence increase upon photoactivation compared to other probes. Additionally, we observed fluorescence resonance energy transfer from K3 and K4 to GFP in protein complexes. Moreover, K3 and K4 showed long-term tracking ability for intracellular protein IRE1_Halo. Therefore, we have established a platform for in vitro and in-cell rapid photoactivation using novel bioorthogonal fluorescent probes conjugated onto Halo-tagged proteins.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Medicinal
Meilin Mu, Jiuyu Zhan, Xiaohan Dai, Hongwei Gao
Summary: The study focused on photoactivatable Pt(IV) compounds, which have a unique mechanism of action different from cisplatin and can efficiently overcome the side-effects of drugs. By providing a detailed introduction and comprehensive classification, the research results can effectively serve as a reference for the development of these drugs.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Zhiqin Deng, Cai Li, Shu Chen, Qiyuan Zhou, Zoufeng Xu, Zhigang Wang, Houzong Yao, Hajime Hirao, Guangyu Zhu
Summary: Selective activation of prodrugs at diseased tissue through bioorthogonal catalysis using Pt(iv) complexes with internal photoswitches shows promise for precision cancer treatment. These complexes exhibit significantly increased photoconversion efficiency and photocytotoxicity compared to conventional platforms, demonstrating potential for highly effective prodrugs in medical applications.
Review
Chemistry, Multidisciplinary
Zhengwei Liu, Mengyu Sun, Wenting Zhang, Jinsong Ren, Xiaogang Qu
Summary: Bioorthogonal chemistry is a promising tool for studying biological processes in their natural environment. Recent research has focused on its potential in medical treatment, as it allows in situ drug synthesis for improved efficacy and reduced side effects. This minireview highlights the design and development of targeted bioorthogonal reactions for precise medical treatment, providing strategies for achieving target-specific reactions and emphasizing their application for different therapeutic targets.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Pascal Puellmann, Dominik Homann, Tobias A. Karl, Burkhard Koenig, Martin J. Weissenborn
Summary: Fungal unspecific peroxygenases (UPOs) have attracted attention as versatile oxyfunctionalization catalysts with impressive catalytic capabilities. However, their sensitivity towards co-substrate hydrogen peroxide poses a challenge. This study introduces the concept of light-dependent UPO biocatalysis with genetically encoded flavin-containing photosensitizer proteins for in situ hydrogen peroxide production, enabling efficient catalysis setups and the extraction of enantiomerically pure alcohol products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Oliver J. Knowles, Linus O. Johannissen, Giacomo E. M. Crisenza, Sam Hay, David Leys, David J. Procter
Summary: This study developed a new photochemical method for the synthesis of non-natural methionines from sulfides with alkenes in water, using inexpensive riboflavin as a photocatalyst. The method allows the two-step synthesis of novel methionine analogues and the selective modification of peptide side-chains to yield peptides with non-natural methionine residues.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Ana Sousa-Castillo, Andrea Marino-Lopez, Begona Puertolas, Miguel A. Correa-Duarte
Summary: Bioorthogonal chemistry has provided a powerful tool for performing biocompatible chemospecific reactions in living systems, particularly in the areas of genetic encoding systems, bioimaging, and cancer therapy. This Minireview focuses on recent advances in the use of heterogeneous catalysts for bioorthogonal reactions, discussing the synthetic strategies of Pd-, Au-, and Cu-based materials, their applications in activating caged fluorophores and prodrugs, and the potential of using external stimuli for targeted drug release in diseased tissues. The review also highlights future directions and challenges in this emerging field.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Stefano Mazzanti, Shaowen Cao, Katharina ten Brummelhuis, Antje Voelkel, Jagadish Khamrai, Dmitry I. Sharapa, Sol Youk, Tobias Heil, Nadezda V. Tarakina, Volker Strauss, Indrajit Ghosh, Burkhard Koening, Martin Oschatz, Markus Antonietti, Aleksandr Savateev
Summary: Carbon nitrides and flavins, two easily accessible transition metal-free, photoactive materials, are combined in a photocatalytic system to increase efficiency. The non-spherical core-shell composites show enhanced performance in CO2 reduction reactions.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2021)
Article
Engineering, Environmental
Juanjuan Li, Meng Zhang, Ehiaghe Agbovhimen Elimian, Xuelong Lv, Jing Chen, Hongpeng Jia
Summary: A broadband solar collector with integrated photocatalysis and thermocatalysis capabilities was developed for efficient VOCs control; experimental results showed high toluene conversion and CO2 yield under low illumination conditions.
CHEMICAL ENGINEERING JOURNAL
(2021)
Review
Biochemistry & Molecular Biology
Daniil Spector, Olga Krasnovskaya, Kirill Pavlov, Alexander Erofeev, Peter Gorelkin, Elena Beloglazkina, Alexander Majouga
Summary: This review summarizes the research on the development of Pt(IV) prodrugs with NSAIDs as axial ligands, their cytotoxic action and anti-inflammatory activity mechanism studies, structure-activity ratio, and therapeutic efficacy. The chemo-anti-inflammatory strategy aims to efficiently deliver cytotoxic metabolites and NSAIDs intracellularly in tumor cells to reduce side effects and increase therapeutic efficacy. Studies have shown high therapeutic efficacy both in vitro and in vivo.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Physical
Xabier Telleria-Allika, Jesus M. Ugalde, Eduard Matito, Eloy Ramos-Cordoba, Mauricio Rodriguez-Mayorga, Xabier Lopez
Summary: In this study, the singlet and triplet spin state energies for three-dimensional Hooke atoms, specifically with an even number of electrons, were investigated using Full-CI and CASSCF wavefunctions and various basis sets. The screening effect of electron-electron interaction was also examined using a Yukawa-type potential. The results reveal that the ground state is a singlet for two and eight electron Hooke atoms, while it is a triplet for 4, 6, and 10-electron systems. This study provides insights into the energy components and effects of confinement and electron-electron interaction.
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Giovanni Canil, Juan Gurruchaga-Pereda, Simona Braccini, Lorella Marchetti, Tiziana Funaioli, Fabio Marchetti, Alessandro Pratesi, Luca Salassa, Chiara Gabbiani
Summary: Photoactivatable Pt(IV) prodrugs have great potential as metal-based drugs due to their chemical inertness in oxidized form and selective targeting compared to Pt(II) compounds. A new Pt(IV) complex, soluble in water and unreactive until reduction, was synthesized. The complex exhibited rapid and efficient photoreduction with visible light, facilitated by a catalytic system based on flavin and NADH. The reactivity of the prodrug against biological targets was only observed after photoreduction to its Pt(II) analogue.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Physical
Xabier Telleria-Allika, Jose M. Mercero, Jesus M. Ugalde, Xabier Lopez, Jon M. Matxain
Summary: In this work, we computed and implemented one-body integrals for Gaussian confinement potentials and established an equivalence between Gaussian and Hooke atoms. We observed that both systems are equivalent for a series of even number of electrons at large confinement depths. Unlike harmonic potentials, Gaussian confinement potentials are dissociative and crucial for modeling phenomena like ionization.
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
(2023)
Article
Chemistry, Organic
Leire Villaescusa, Iker Hernandez, Laura Azcune, Ainhoa Rudi, Jose M. Mercero, Aitor Landa, Mikel Oiarbide, Claudio Palomo
Summary: The catalytic addition of hydantoin surrogates to rigidified vinylidene bis(sulfone) reagents was achieved, overcoming the unreactivity of commonly used beta-substituted vinylic sulfones. The resulting adducts were transformed into enantioenriched 5,5-disubstituted hydantoins through hydrolysis and reductive desulfonylation processes, offering new structures for potential bioassays. Density functional theory studies provided insights into the observed reactivity and stereoselectivity trends.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Physics, Multidisciplinary
Antonio Reifs, Irene Ruiz Ortiz, Amaia Ochandorena Saa, Jorg Schonfelder, David De Sancho, Victor Munoz, Raul Perez-Jimenez
Summary: Ultrafast folding proteins have low energetic barriers and fast kinetics, making them suitable for study by both experiments and simulations. However, single molecule force spectroscopy experiments on these proteins are challenging due to the lack of mechanical fingerprints. In this study, the unfolding of an ultrafast protein is investigated using atomic force microscopy experiments.
COMMUNICATIONS PHYSICS
(2023)
Article
Chemistry, Physical
Oksana Azpitarte, Ane Zudaire, Jon Uranga, Xabier Lopez, Luca Salassa, Elena Formoso, Elixabete Rezabal
Summary: The unconventional bioorthogonal catalytic activation of anticancer metal complexes by flavin and flavoproteins photocatalysis has been recently reported. The reactivity is based on a two-electron redox reaction of the photoactivated flavin. In addition, site mutagenesis has been found to modulate and improve the catalytic activity of mini Singlet Oxygen Generator protein (SOG). The redox properties of flavin and the resulting reactivity of miniSOG are modulated by specific mutations, which is consistent with experimental results.
Article
Chemistry, Inorganic & Nuclear
Juan Sanchez-Camacho, Sonia Infante-Tadeo, Ana C. Carrasco, Stefano Scoditti, A'lvaro Martinez, Fabienne Barroso-Bujans, Emilia Sicilia, Ana M. Pizarro, Luca Salassa
Summary: In this study, two new asymmetric Pt(IV) derivatives were designed and synthesized, which could be effectively activated into toxic Pt(II) species by incubation with nicotinamide adenine dinucleotide, sodium ascorbate, and glutathione in the dark and under light irradiation. One of the derivatives displayed enhanced toxicity in MDA-MB-231 breast cancer cells preincubated with ascorbate, suggesting selective triggering of oxaliplatin generation through redox activation. Covalent binding of the flavin to the Pt complex was shown to be pivotal for this effect.
INORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Valerio Cerrato, Giorgio Volpi, Emanuele Priola, Alessia Giordana, Claudio Garino, Roberto Rabezzana, Eliano Diana
Summary: New mono-, bis-, and tris-chelate Zn(II) complexes have been synthesized using a fluorescent 1,3-substituted-imidazo[1,5-a]pyridine as a chelating ligand. The products were characterized by various techniques and their optical properties were investigated to compare their performance.
Article
Chemistry, Applied
M. Giordano, G. Volpi, C. Garino, F. Cardano, C. Barolo, G. Viscardi, A. Fin
Summary: A series of new emissive imidazo[5,1-a]isoquinolines were synthesized, and their electronic properties were investigated. The electronic spectra showed absorption bands around 330-350 nm and intense fluorescence emissions between 440 nm and 460 nm. The emission quantum yield in dichloromethane solution was enhanced from 9% to 37% depending on the position and electronic properties of the substituents on the imidazo[5,1-a]isoquinoline nucleus. The data suggest that steric hindering and electronic effects are responsible for the enhanced emission.
Article
Chemistry, Multidisciplinary
Laura F. Mazzei, Juan Gurruchaga-Pereda, Alvaro Martinez, Javier Calvo Martinez, Luca Salassa, Aitziber L. Cortajarena
Summary: In this study, a multifunctional hybrid was developed for controlling the delivery and activation of Pt anticancer agents in vitro. Consensus tetratricopeptide repeat protein (CTPR) was used to covalently co-anchor riboflavin (photocatalyst) and a Pt(iv) prodrug complex. The Pt-loaded flavoprotein induced a 40% reduction in PANC-1 cell viability through the photocatalytic formation of cisplatin.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Physical
Slawomir J. Grabowski
Summary: Omega B97XD/aug-cc-pVDZ and Omega B97XD/aug-cc-pVTZ calculations were performed on complexes of imidazol-2-ylidene linked by halogen bonds. The properties of interactions in the complexes were analyzed using DFT calculations, QTAIM and NBO methods, as well as energy decomposition analysis. Most of the complexes were linked by medium and strong halogen bonds, often exhibiting characteristics of covalent bonds. Searches through the Cambridge Structural Database also found analogous structures to the theoretically analyzed complexes, which are discussed in this study.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Physical
Ainhoa Oliden-Sanchez, Rebeca Sola-Llano, Joaquin Perez-Pariente, Luis Gomez-Hortiguela, Virginia Martinez-Martinez
Summary: The combination of photoactive molecules and inorganic structures is important for the development of advanced materials in optics. In this study, bulky dyes were successfully encapsulated in a zeolitic framework, resulting in emission throughout the visible spectrum.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2024)