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SUMMARY:Coordination-Assisted Bioorthogonal Chemistry: Bringing Orthogonal
 ity in the Tetrazine Ligation with (strained) alkenes - Kimberly M. Bonger
DTSTART:20190423T150000Z
DTEND:20190423T160000Z
UID:TALK122671@talks.cam.ac.uk
CONTACT:76804
DESCRIPTION:The development of bioorthogonal reactions made it possible to
  visualize and study biomolecules in their native cellular context and con
 tributed to advanced targeted drug delivery strategies. In our research gr
 oup we are interested in developing novel bioorthogonal chemistry and appl
 y this in the targeting of specific cell types. We recently added non-stra
 ined\, highly soluble and stable vinylboronic acids (VBA) as reactants to 
 the bioorthogonal toolbox which react with tetrazines in an inverse-electr
 on demand Diels-Alder reaction. We have observed exceptional high reaction
  rates between non-strained vinylboronic acids (VBAs) and dipyridyl tetraz
 ines relative to that of tetrazines lacking such dative coordinating ligan
 d. As VBAs are mild Lewis acids\, we hypothesize that coordination of the 
 pyridyl to the boronic acid promotes the tetrazine ligation. In the curren
 t presentation\, we explore the scope and molecular origins of the observe
 d VBA reactivity in more detail and benefit from its unique properties in 
 the simultaneous orthogonal tetrazine labelling of proteins. In addition\,
  we further extended the VBA toolbox as chemically-triggered cleavable lin
 kers for targeted drug delivery with the specific focus on autoreactive B-
 cells.\n
LOCATION:Unilever  Lecture Theatre\,  Department of Chemistry
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