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SUMMARY:Bringing Orthogonality in the Tetrazine Ligation with (strained) a
 lkenes
DTSTART:20190528T161500
DTSTAMP:20260428T021456Z
UID:baa1bc90b1bcc9631c5bd8ba53f8a8ff6655575ae3ea2de4321d9a70
CATEGORIES:Conferences - Seminars
DESCRIPTION:Dr. Kimberley Bonger\, Radboud University\, Netherlands\nThe d
 evelopment of bioorthogonal reactions made it possible to visualize and st
 udy biomolecules in their native cellular context and contributed to advan
 ced targeted drug delivery strategies. Bonger's research group is interest
 ed in developing novel bioorthogonal chemistry and apply this in the targe
 ting of specific cell types. They recently added non-strained\, highly sol
 uble and stable vinylboronic acids (VBA) as reactants to the bioorthogonal
  toolbox which react with tetrazines in an inverse-electron demand Diels-A
 lder reaction. They have observed exceptional high reaction rates between 
 non-strained vinylboronic acids (VBAs) and dipyridyl tetrazines relative t
 o that of tetrazines lacking such dative coordinating ligand. As VBAs are 
 mild Lewis acids\, they hypothesize that coordination of the pyridyl to th
 e boronic acid promotes the tetrazine ligation. In the current presentatio
 n\, they explore the scope and molecular origins of the observed VBA react
 ivity in more detail and benefit from its unique properties in the simulta
 neous orthogonal tetrazine labelling of proteins. In addition\, they furth
 er extended the VBA toolbox as chemically-triggered cleavable linkers for 
 targeted drug delivery with the specific focus on autoreactive B-cells.\n
  \nReferences:\n1) Selma Eising\, Francis Lelivelt\, Kimberly M. Bonger*.
  Vinylboronic Acids as Fast Reacting\, Synthetically Accessible\, and Stab
 le Bioorthogonal Reactants in the Carboni–Lindsey Reaction. Angew. Chem.
  Int. Ed. 2016\, 55\, 12243. \n2) Selma Eising\, Nicole van der Linden\, F
 leur Kleinpenning\, Kimberly M. Bonger. Vinylboronic Acids as Efficient Bi
 oorthogonal Reactants for Tetrazine Labeling in Living Cells. Bioconjug. C
 hem. 2018\, 29\, 982.\n3) Selma Eising\, Bo-Tao Xin\, Fleur Kleinpenning\,
  Jurriaan J. A. Heming\, Bogdan I. Florea\, Herman S. Overkleeft and Kimbe
 rly M. Bonger* Coordination-Assisted Bioorthogonal Chemistry: Orthogonal T
 etrazine Ligation with Vinylboronic Acid and a Strained Alkene\, ChemBioCh
 em 2018\, 15\, 1648.\n\nBiosketch :\nKimberly Bonger obtained her M.Sc deg
 ree in Organic Chemistry from the Free University in Amsterdam in 2002. In
  2008 she received her PhD from Leiden University working under the superv
 ision of Prof. Dr. Gijs van der Marel and Prof. Dr. Hermen Overkleeft on t
 he design and synthesis of dimeric ligands for G-protein coupled receptors
  involved in human reproduction. After spending almost four years as a pos
 tdoc at Stanford University in the laboratory of Thomas Wandless working o
 n molecular tools to control protein stability\, she returned to the Nethe
 rlands as an assistant professor in Chemical Biology at the Radboud Univer
 sity in Nijmegen. Her research focusses on the development of novel bioort
 hogonal reactions and targeted drug delivery strategies as well as the fun
 damental understanding of cellular mechanisms involved in autoimmunity.\n
  
LOCATION:SV 1717 https://plan.epfl.ch/?room==SV%201717
STATUS:CONFIRMED
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