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Organic Chemistry Seminar
April 16, 2019 @ 12:30 pm - 1:30 pm
Nooshin Mesbahi (Berkman Group)
Development of a New Nonpeptidic Self-Immolative Spacer. Application to the Design of Protease Sensin Fluorogenic Probes
The design and synthesis of novel self-immolative spacer systems aiming at the release of phenol-containing compounds are described. The newly designed traceless linkers proved to be conveniently stable under physiological conditions and operate through spontaneous decomposition of an hemithioaminal intermediate under neutral aqueous conditions. Their utility was then illustrated by the preparation of original fluorogenic substrates of penicillin amidase whose strong fluorescence is unveiled through enzyme-initiated domino reactions.
Akil Hamsath (Xian Group)
Tetrazines as bioorthogonal coupling reagents
In the past decade, bioorthogonal chemistry has found uses in imaging, diagnostics and therapy. However, many bioorthogonal reactions suffer from poor reaction kinetics thereby warranting relatively high concentrations for practical use. Recently, tetrazines have become a powerful bioorthogonal tool with rapid and tunable kinetics for imaging and diagnostic purposes. This literature seminar will discuss a kinetic overview and methodology advancements that broadens the applications of tetrazine ligation in bioorthogonal chemistry.