Synthetic compound for quadricyclane labeling of multiple biomolecules without disrupting living systems
- Technology Benefits
- Multiplexed analysis of several differentially tagged biomolecules in biological systemEnables metabolic incorporation into biomoleculesPrevents reduction in Ni bis(dithiolene) reagent by eliminating photodegradation Minimal interference with native biochemical processes inside living systems
- Technology Application
- Biomolecular research – macromolecule functionalization, antibody conjugation, protein PEGylationSynthetic chemistry – crosslinking of polymers and proteins, surface modificationBiomedical applications – multiplexed biomolecule imaging, targeted drug delivery
- Detailed Technology Description
- None
- Application No.
- 9556195
- Others
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Related Materials
Additional Technologies by these Inventors
Tech ID/UC Case
21890/2012-014-0
Related Cases
2012-014-0
- *Abstract
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Bioorthogonal chemistry is a challenging frontier in synthetic biological research with specific boundaries in water stability, biocompatibility and reaction kinetics under physiological conditions. The multiplexed analysis of several biomolecules in a given system requires parallel use of a collection of bioorthogonal reactions. Current toolkits are limited by conventional synthetic transformations.
Scientists at UC Berkeley have synthesized a Ni bis(dithiolene) species as reactive partner to quadricyclane to detect biomolecule labeling. The quadricyclane ligation offers a new class of reactivity for bioorthogonal reagents in multiplexed labeling experiments.
On the one hand, current reactive groups for bioorthogonal reactions are large and/or not stable enough for metabolic incorporation into biomolecules. Quadricyclane’s small molecular size and limited reactivity with native biomolecules, alkenes, alkynes and cyclooctynes render it attractive for metabolic incorporation into biomolecules. On the other hand, limitations of quadricyclane ligation hinges on redox stability of the Ni bis(dithiolene) reagents and photostability of the ligation product. The Ni bis(dithiolene) compound developed at UC Berkeley entirely prevents photodegradation, subsequently allowing live cells to be treated without any apparent toxicity at mM concentrations.
- *IP Issue Date
- Jan 31, 2017
- *Principal Investigator
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Name: Carolyn Bertozzi
Department:
Name: Ellen Sletten
Department:
- Country/Region
- USA
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