Bicyclononyne

Chemical compound From Wikipedia, the free encyclopedia

BCN, also known as bicyclo[6.1.0]non-4-yne, is a copper-free click chemistry probe that enables highly efficient and completely orthogonal bioconjugation to complex macromolecules including peptides, nucleic acids and proteins, including monoclonal antibodies.[1] The most recent and powerful application of this technology has been in the field of antibody-drug conjugates which results in targeted cancer therapeutics that have an improved therapeutic index, meaning they are more effective and better tolerated.[2] BCN is well-suited for aqueous bioconjugations due to its high reactivity with its azide counterpart and its high hydrophilicity, relative to other metal-free click chemistry probes.[3]

Quick facts Names, Identifiers ...
Bicyclononyne
Names
IUPAC name
bicyclo[6.1.0]non-4-yne
Identifiers
3D model (JSmol)
ChemSpider
  • Key: QDNSAFCVPAMWCJ-UHFFFAOYSA-N
  • InChI=1S/C9H12/c1-2-4-6-9-7-8(9)5-3-1/h8-9H,3-7H2
  • C1CC2CC2CCC#C1
Properties
C9H12
Molar mass 120.195 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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BCN, with free hydroxymethyl group

References

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