Jump to main content
Jump to site search

Issue 53, 2018
Previous Article Next Article

Orthogonal, dual protein labelling by tandem cycloaddition of strained alkenes and alkynes to ortho-quinones and azides

Author affiliations

Abstract

Reaction of cyclopropanated trans-cyclooctene (cpTCO) with in situ generated ortho-quinone is an efficient tool for bioorthogonal protein conjugation. The (4+2)-cycloaddition of cpTCO with ortho-quinone is significantly faster than its cyclooctyne counterpart (BCN). Orthogonal, tandem cpTCO–quinone and BCN–azide cycloadditions afforded a homogeneous, dual labelled antibody–drug conjugate.

Graphical abstract: Orthogonal, dual protein labelling by tandem cycloaddition of strained alkenes and alkynes to ortho-quinones and azides

Back to tab navigation

Supplementary files

Publication details

The article was received on 02 Apr 2018, accepted on 06 Jun 2018 and first published on 07 Jun 2018


Article type: Communication
DOI: 10.1039/C8CC02638F
Citation: Chem. Commun., 2018,54, 7338-7341
  • Open access: Creative Commons BY license
  •   Request permissions

    Orthogonal, dual protein labelling by tandem cycloaddition of strained alkenes and alkynes to ortho-quinones and azides

    J. J. Bruins, D. Blanco-Ania, V. van der Doef, F. L. van Delft and B. Albada, Chem. Commun., 2018, 54, 7338
    DOI: 10.1039/C8CC02638F

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements