Browsing by Author "Senge, Mathias"
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BODIPY-Pyrene and Perylene Dyads as Heavy-Atom-Free Singlet Oxygen Sensitizer
Senge, Mathias; Filatov, Mikhail A.; Karuthedath, Safakath; Polestshuk, Pavel M.; Callaghan, Susan; Flanagan, Keith J.; Wiesner, Thomas; Laquai, Frédéric (2018)Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady‐state and transient spectroscopy. Depending on the ... -
Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds
Senge, Mathias (2020)Connecting two porphyrin units in a rigid linear fashion, without any undesired electron delocalization or communication between the chromophores, remains a synthetic challenge. Herein, a broad library of functionally ... -
Cell death in photodynamic therapy: From oxidative stress to anti-tumor immunity
Senge, Mathias; Donohue, Claire; Arnaut, Luís G.; Gomes-da-Silva, Lígia C. (2019)Photodynamic therapy is a promising approach for cancer treatment that relies on the administration of a photosensitizer followed by tumor illumination. The generated oxidative stress may activate multiple mechanism of ... -
Chapter 9: Porphyrinoids for Photodynamic Therapy
Senge, Mathias (2021)This chapter gives an overview of porphyrinoids for use in photodynamic therapy. It covers the characteristics, properties, and current treatments or porphyrin-based photosensitizers. The first section introduces the ... -
Classic highlights in porphyrin and porphyrinoid total synthesis and biosynthesis
Senge, Mathias (2021)Porphyrins feature prominently in nature, be it as enzymatic cofactors, electron and exciton shuffles, as photoactive dyes, or as signaling substances. Their involvement in the generation, storage and use of oxygen is ... -
Conformational control of nonplanar free base porphyrins: Towards bifunctional catalysts of tunable basicity
Senge, Mathias; Connon, Stephen (2018) -
Conformational Re-engineering of Porphyrins as Receptors with Switchable NH???X-Type Binding Modes
Senge, Mathias; Norvaiša, Karolis; Flanagan, Keith J.; Gibbons, Dáire (2019)The selectivity and functional variability of porphyrin cofactors are typically based on substrate binding of metalloporphyrins wherein the pyrrole nitrogen units only serve to chelate the metal ions. Yet, using the porphyrin ... -
Control of triplet state generation in heavy atom-free BODIPY-anthracene dyads by media polarity and structural factors
Senge, Mathias (2018)A family of heavy atom-free BODIPY–anthracene dyads (BADs) exhibiting triplet excited state formation from charge-transfer states is reported. Four types of BODIPY scaffolds, different in the alkyl substitution pattern, ... -
Controllable Charge-Transfer Mechanism at Push-Pull Porphyrin/Nanocarbon Interfaces
Blau, Werner; Senge, Mathias; Apraçay, Pinar; Maity, Partha; Meindl, Alina; Plunkett, Shane; Akca, Sevilay; Mohammed, Omar F. (2019)Ultrafast charge transfer at the interfaces between 5,15-donor-acceptor push-pull porphyrins (Por-tBu and Por-OC8) and nanocarbon materials in the form of fullerene (C60) and graphene carboxylate (GC) are investigated ... -
Crystal structure and synthesis of 3-(1H-pyrrol-2-yl)-1-(thiophen-2-yl)propanone
Senge, Mathias (2018)The title compound, C11H9NOS, was obtained in an improved yield compared to previous literature methods. The molecule is essentially planar with a maximum deviation of 0.085 Å from the mean plane through all non-H atoms. ... -
Crystal structures of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as the chloroform monosolvate and tetrahydrofuran monosolvate
Senge, Mathias (2020)The crystal structures of the title compounds, two solvates (CHCl3 and THF) of a symmetric and highly substituted porphyrin, C44H2Br8F20N4 or OBrTPFPP, are described. These structures each feature a non-planar porphyrin ... -
Crystal structures of 4-bromo-2-formyl-1-tosyl-1 H-pyrrole, ( E)-4-bromo-2-(2-nitro-vin-yl)-1-tosyl-1 H-pyrrole and 6-(4-bromo-1-tosyl-pyrrol-2-yl)-4,4-dimethyl-5-nitro-hexan-2-one
Senge, Mathias (2021)The crystal structures of three inter-mediate compounds in the synthesis of 8-bromo-2,3,4,5-tetra-hydro-1,3,3-tri-methyl-dipyrrin are reported; 4-bromo-2-formyl-1-tosyl-1H-pyrrole, C12H10BrNO3S, (E)-4-bromo-2-(2-nitro-vi ... -
Cubane Cross-Coupling and Cubane-Porphyrin Arrays
Senge, Mathias (2018)Herein, an improved methodology for aryl‐cubane cross‐coupling is reported. The peculiarities of the cubane core and its behavior during cross‐coupling conditions were analyzed, while the versatility of this adapted Baran ... -
Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins
Senge, Mathias; Callaghan, Susan; Filatov, Mikhail A.; Sitte, Elisabeth; Savoie, Huguette; Boyle, Ross W.; Flanagan, Keith J. (2017)A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20‐40 °C is reported. The timescale of singlet ... -
Development of Antimicrobial Laser-Induced Photodynamic Therapy Based on Ethylcellulose/Chitosan Nanocomposite with 5,10,15,20-Tetrakis( m-Hydroxyphenyl)porphyrin
Senge, Mathias (2021)The development of new antimicrobial strategies that act more efficiently than traditional antibiotics is becoming a necessity to combat multidrug-resistant pathogens. Here we report the efficacy of laser-light-irradiated ... -
Dipyrrinato-Iridium(III) Complexes for Application in Photodynamic Therapy and Antimicrobial Photodynamic Inactivation
Senge, Mathias (2021)The generation of bio-targetable photosensitizers is of utmost importance to the emerging field of photodynamic therapy and antimicrobial (photo-)therapy. A synthetic strategy is presented in which chelating dipyrrin ... -
Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes
Rozas, Isabel; Senge, Mathias (2020)The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins ... -
Elucidating Atropisomerism in Nonplanar Porphyrins with Tunable Supramolecular Complexes
Senge, Mathias (2021)Atropisomerism is a fundamental feature of substituted biaryls resulting from rotation around the biaryl axis. Different stereoisomers are formed due to restricted rotation about the single bond, a situation often found ... -
Enantioselective Discrimination of Histidine by Means of an Achiral Cubane-Bridged Bis-Porphyrin
Senge, Mathias (2021)A Langmuir film of cubane-bridged bisporphyrin (H2por-cubane-H2por) at the air/water interface was developed and characterized. The floating film was successfully employed for the chiral discrimination between l- and ... -
Enhancing the photoluminescence of surface anchored metal?organic frameworks: mixed linkers and efficient acceptors
Senge, Mathias (2018)We present two approaches to enhance the photoluminescence quantum yield (PLQY) of surface-anchored metal–organic frameworks (SURMOFs). In the first approach we fabricate SURMOFs from a mix of an emissive linker with an ...