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CATEGORIES:Biological Chemistry Research Interest Group
SUMMARY:Coordination-Assisted Bioorthogonal Chemistry: Bri
 nging Orthogonality in the Tetrazine Ligation with
  (strained) alkenes - Kimberly M. Bonger
DTSTART;TZID=Europe/London:20190423T160000
DTEND;TZID=Europe/London:20190423T170000
UID:TALK122671AThttp://talks.cam.ac.uk
URL:http://talks.cam.ac.uk/talk/index/122671
DESCRIPTION:The development of bioorthogonal reactions made it
  possible to visualize and study biomolecules in t
 heir native cellular context and contributed to ad
 vanced targeted drug delivery strategies. In our r
 esearch group we are interested in developing nove
 l bioorthogonal chemistry and apply this in the ta
 rgeting of specific cell types. We recently added 
 non-strained\, highly soluble and stable vinylboro
 nic acids (VBA) as reactants to the bioorthogonal 
 toolbox which react with tetrazines in an inverse-
 electron demand Diels-Alder reaction. We have obse
 rved exceptional high reaction rates between non-s
 trained vinylboronic acids (VBAs) and dipyridyl te
 trazines relative to that of tetrazines lacking su
 ch dative coordinating ligand. As VBAs are mild Le
 wis acids\, we hypothesize that coordination of th
 e pyridyl to the boronic acid promotes the tetrazi
 ne ligation. In the current presentation\, we expl
 ore the scope and molecular origins of the observe
 d VBA reactivity in more detail and benefit from i
 ts unique properties in the simultaneous orthogona
 l tetrazine labelling of proteins. In addition\, w
 e further extended the VBA toolbox as chemically-t
 riggered cleavable linkers for targeted drug deliv
 ery with the specific focus on autoreactive B-cell
 s.\n
LOCATION:Unilever  Lecture Theatre\,  Department of Chemist
 ry
CONTACT:
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