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Péter Kele: "Synthesis and Application of Bioorthogonal Reagents"

Wann 11.03.2013
von 11:15 bis 12:00
Wo FRIAS Seminar Room, Albertstr. 19, 79104 Freiburg
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Péter Kele
Institute of Chemistry, Eötvös University, Budapest

 

Synthesis and Application of Bioorthogonal Reagents

Chemical labeling techniques for the selective modification of biopolymers e.g. proteins, sugars, nucleic acids, lipids, glycans etc. are key tools to many applications in biotechnology, medical and basic research. To label a biomolecule the use of exogenously delivered synthetic probes (e.g. fluorophores) are the method of choice, in many cases. It is crucial that the covalent ligation of these probes to the biomolecule of interest is fast, high yielding, biocompatible and the functional groups do not interfere with other naturally occurring reactive sites. For these techniques the term “bioorthogonality” was introduced. From the bioorthogonal reaction pool the most promising ones are the inverse electron demand Diels-Alder reaction of tetrazines and activated dienophiles, the dipolar cycloaddition between cyclooctynes and azides and ligation methods based on the thiol-ene reaction. These reactions use highly biocompatible reagents, do not need toxic catalysts and their fast reactions with partners make them an ideal choice for introducing detectable probes onto biomolecules. Our results on the development of bioorthogonally applicable reagents and fluorescent labels (fluorogenic and mega Stokes) will be presented.