Jump to main content
Jump to site search

Issue 21, 2013
Previous Article Next Article

Be squared: expanding the horizon of squaric acid-mediated conjugations

Author affiliations

Abstract

Squaric acid diesters can be applied as reagents to couple two amino-functional compounds. Consecutive coupling of two amines allows the synthesis of asymmetric squaric acid bisamides with either low molecular weight compounds but also biomolecules or polymers. The key feature of the squaric acid diester mediated coupling is the reduced reactivity of the resulting ester-amide after the first amidation step of the diester. This allows the sequential amidation and generation of asymmetric squaramides with high selectivity and in high yields. This article gives an overview of the well-established squaric acid diester mediated coupling reactions for glycoconjugates and presents recent advances that aim to expand this very versatile reaction protocol to the modification of peptides and proteins.

Graphical abstract: Be squared: expanding the horizon of squaric acid-mediated conjugations

Back to tab navigation

Publication details

The article was received on 08 May 2013 and first published on 22 Jul 2013


Article type: Review Article
DOI: 10.1039/C3CS60153F
Citation: Chem. Soc. Rev., 2013,42, 8220-8236
  •   Request permissions

    Be squared: expanding the horizon of squaric acid-mediated conjugations

    F. R. Wurm and H. Klok, Chem. Soc. Rev., 2013, 42, 8220
    DOI: 10.1039/C3CS60153F

Search articles by author

Spotlight

Advertisements