Selected Publications
- J. Singh, N. Steck, D. De, A. Hofer, A. Ripp, I. Captain, M. Keller, P. A. Wender, R. Bhandari, H. J. Jessen “A Phosphoramidite Analog of Cyclotriphosphate Enables Iterative Polyphosphorylations. Angew. Chem. Int. Ed. 2019, 58, 3928-3933.
- S. Hauke, A. K. Dutta, V. Eisenbeis, D. Bezold, T. Bittner, C. Wittwer, D. Thakor, I. Pavlovic, C. Schultz, H. J. Jessen “Photolysis of cell-permeant caged inositol pyrophosphates controls oscillations of cytosolic calcium in a β-cell line” Chem. Sci. 2019, 10, 2687-2692.
- R. Wild, R. Gerasimaite, J. Jung, V. Truffault, I. Pavlovic, A. Schmidt, A. Saiardi, H. J. Jessen, Y. Poirier, M. Hothorn, A. Mayer “Control of eukaryotic phosphate homeostasis by inositol polyphosphate sensor domains.” Science 2016, 352, 986-990.
- I. Pavlovic, D. T. Thakor, J. R. Vargas, C. J. McKinlay, S. Hauke, P. Anstaett, R. C. Camuna, L. Bigler, G. Gasser, C. Schultz, P. A. Wender*, H. J. Jessen* “Cellular delivery and photochemical release of a caged inositol-pyrophosphate induces PH-domain translocation in cellulo.” Nature Commun.2016, 7, DOI:10.1038/ncomms10622.
- S. Benz, S. Nötzli, J. S. Siegel, D. Eberli, H. J. Jessen “Controlled oxygen release from pyridone endoperoxides promotes cell survival under anoxic conditions.” J. Med. Chem. 2013, 56, 10171-10182.
FRIAS Project
Long-Term O2 Release From Organic Endoperoxides To Sustain Cells Under Anoxia
Tissue engineering is a transformative technology. However, it still faces challenges, such as limited oxygenation during tissue growth leading to coagulative necrosis. This proposal deals with the development of novel organic endoperoxides that release oxygen over a period of days up to weeks. Such molecules might even be combined with scaffolds used in tissue engineering to shape grafts. We plan to study and optimize the release rates and yields of oxygen from organic endoperoxides based on naphthalenes and anthracenes in water. These synthetic studies will be guided by quantum chemical calculations of our Humboldt Awardee Jay Siegel. In order to have ready access, this proposal combines very recent synthetic approaches towards these molecules using ester-to-arene transformations and type 2 photooxygenations. The reversal of organic endoperoxides in water leading to oxygen release has been studied only very little. Along these lines, we will quantify the amount of singlet versus triplet oxygen released from endoperoxides in water. The quantitative release of triplet oxygen has not been achieved so far. In its entirety, this research will open up new ways to obtain modified, water-soluble endoperoxides that could help significantly reduce problems encountered in tissue engineering of larger grafts.