3° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2021

SEMINARIO QUÍMICA ORGÁNICA 19-04-21

EXPOSITOR: Dra. Agustina La Venia

TÍTULO: "REACCIONES BIOORTOGONALES. EJEMPLO DE UNA PROPUESTA DE UNA NUEVA ALTERNATIVA REACCIÓN: “The Bioorthogonal Isonitrile−Chlorooxime Ligation”"

FUENTE: 1) Rebecca J. B. Schäfer, Mattia R. Monaco, Mao Li, Alina Tirla, Pablo Rivera-Fuentes, Helma Wennemers J. Am. Chem. Soc. 2019, 141, 18644; Selected reviews: 2) Milán Vrabel et al, Top Curr Chem (Z) 2016, 374:9; 3) N K Devaraj ACS Cent. Sci. 2018, 4, 952; 4) Bonger et al Current Opinion in Chemical Biology 2021, 60:79; 5) R M Franzini Chem Rev 2021 in press.

DÍA, HORA y LUGAR: Lunes 19 de abril de 2021, 18:00 h, Plataforma MEET GOOGLE.

Link: meet.google.com/bfh-poxv-bso

RESUMEN: The emergence of bioorthogonal reactions has greatly advanced research in the fields of biology and medicine. They are not only valuable for labeling, tracking, and understanding biomolecules within living organisms, but also important for constructing advanced bioengineering and drug delivery systems. As the systems studied are increasingly complex, the simultaneous use of multiple bioorthogonal reactions is equally desirable. As example, a new alternative will be present: the reaction between isonitriles and chlorooximes as a ligation that proceeds quickly (k ≈ 1 M−1 s−1) and with high chemoselectivity in an aqueous environment. Imaging of metabolically labeled cell surface glycans underlined the tolerance of the ligation to common functional groups in cellular systems. Live-cell dual-labeling experiments revealed that the isonitrile− chlorooxime ligation is orthogonal to the strain-promoted azide−alkyne cycloaddition.