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View article: Breaking Bonds by Light: The Absorbance–Fragmentation Paradox
Breaking Bonds by Light: The Absorbance–Fragmentation Paradox Open
Multi‐branched probes based on 2‐hydroxymethylene 8‐dimethylaminoquinoline (8‐DMAQ) and triphenylamine (TPA) have been synthesized and compared under UV and femtosecond near‐infrared two‐photon (2P) activation conditions. While octupolar (…
View article: The Quinoline Photoremovable Group (PPG) Platform—A Medicinal Chemist's Approach for Photocage Development and Applications
The Quinoline Photoremovable Group (PPG) Platform—A Medicinal Chemist's Approach for Photocage Development and Applications Open
Photoremovable protecting groups (PPGs) offer a straightforward solution for the temporary inactivation of biologically active substrates and their subsequent controlled release by light irradiation. Their relatively easy design and mode o…
View article: Covalent Inhibitors of KEAP1 with Exquisite Selectivity
Covalent Inhibitors of KEAP1 with Exquisite Selectivity Open
The NRF2-KEAP1 interaction is central for cytoprotection against stresses, giving it high clinical significance. Covalent modification of KEAP1 is an efficient approach, but the covalent inhibitors used in the clinic carry undesired side e…
View article: C(sp<sup>3</sup>)–H cyclizations of 2-(2-vinyl)phenoxy-<i>tert</i>-anilines
C(sp<sup>3</sup>)–H cyclizations of 2-(2-vinyl)phenoxy-<i>tert</i>-anilines Open
Cyclizations of 2-(2-vinyl)phenoxy- tert -anilines under thermal conditions yield oxazonine or octahydro-dipyrroloquinoline products. The transformations can be considered as further extensions of [1, n ]-H transfer and cyclization of tert…
View article: Synthesis and characterization of 8-aminoquinoline photocages for biological applications
Synthesis and characterization of 8-aminoquinoline photocages for biological applications Open
Inspired by the 8-dimethylaminoquinoline (8-DMAQ) caging chromophore, photocleavable 8-aminoquinoline derivatives were prepared with the aim of furnishing a robust synthetic pathway for novel cage scaffolds. The four-step versatile process…
View article: 3-Aminopropylazetidines: facile synthesis and application for medicinal chemical purposes
3-Aminopropylazetidines: facile synthesis and application for medicinal chemical purposes Open
The 3-(azetidin-1-yl)propan-1-amine moiety is present in various potentially pharmacologically-active molecules and can be of interest also for the design of metal-complexing agents.In the present study, a new, one-pot protocol using mild …
View article: Effects of Chemical Structures Interacting with Amine Oxidases on Glucose, Lipid and Hydrogen Peroxide Handling by Human Adipocytes
Effects of Chemical Structures Interacting with Amine Oxidases on Glucose, Lipid and Hydrogen Peroxide Handling by Human Adipocytes Open
Benzylamine is a natural molecule present in food and edible plants, capable of activating hexose uptake and inhibiting lipolysis in human fat cells. These effects are dependent on its oxidation by amine oxidases present in adipocytes, and…
View article: Photoremovable Protecting Groups
Photoremovable Protecting Groups Open
Photoremovable protecting groups (PPGs) (also often called photocages in the literature) are used for temporary inactivation of biologically active substrates. By photoirradiation the PPG could be cleaved off and the biological activity co…
View article: Synthesis of 8-aminoquinoline chelating moieties for chemosensor molecules
Synthesis of 8-aminoquinoline chelating moieties for chemosensor molecules Open
8-Aminoquinolines are useful molecular motifs for ion sensors.To encourage chemosensor development, new building blocks containing these motifs are essential.8-Aminoquinoline-2-carbaldehydes are proposed as useful building blocks since the…
View article: Targeted Cancer Therapy Using Compounds Activated by Light
Targeted Cancer Therapy Using Compounds Activated by Light Open
Cancer chemotherapy is affected by a modest selectivity and toxic side effects of pharmacological interventions. Among novel approaches to overcome this limitation and to bring to therapy more potent and selective agents is the use of ligh…
View article: Synthesis and activation of an iron oxide immobilized drug-mimicking reporter under conventional and pulsed X-ray irradiation conditions
Synthesis and activation of an iron oxide immobilized drug-mimicking reporter under conventional and pulsed X-ray irradiation conditions Open
The nano-sized delivery system allowed releasing complex organic ligands by X-ray irradiation. Marked difference was observed in the release efficiency by using conventional Cs-137 vs. pulsed sources.
View article: Photoinduced Electron Transfer (PET)‐Mediated Fragmentation of Picolinium‐Derived Redox Probes
Photoinduced Electron Transfer (PET)‐Mediated Fragmentation of Picolinium‐Derived Redox Probes Open
The photolysis of covalently linked N ‐alkyl picolinium phenylacetate—carbazole dyads was analyzed experimentally and by using density functional theory (DFT) and time dependent‐DFT (TD‐DFT) calculations. In contrast to earlier observation…
View article: Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes
Quinoline‐Derived Two‐Photon‐Sensitive Octupolar Probes Open
A systematic study on quinoline‐derived light sensitive probes, having third‐order rotational symmetry is presented. The electronically linked octupolar structures show considerably improved linear and nonlinear photophysical properties un…
View article: 5-Aryl-dimethylamino quinoline-derived two-photon sensitive probes
5-Aryl-dimethylamino quinoline-derived two-photon sensitive probes Open
2-Hydroxymethylene-8-dimethylamino quinoline-(DMAQ) derived photosensitive probes were prepared and tested under 366 nm and 730 nm 150 fs pulsed (“two-photon”) irradiation conditions. Brief bursts of photolysis of 250 μM solution of the ka…