Jump to main content
Jump to site search

Issue 47, 2018
Previous Article Next Article

Compatibility between the cysteine-cyclopentenedione reaction and the copper(I)-catalyzed azide–alkyne cycloaddition

Author affiliations

Abstract

The cysteine-cyclopentenedione reaction can be combined with the copper(I)-catalyzed azide–alkyne cycloaddition provided that the former is carried out first. If not, the azide and the cyclopentenedione undergo a 1,3-dipolar cycloaddition, which furnishes triazole-containing compounds and products resulting from nitrogen loss. Both of these products were fully characterized. Attempts to obtain either of them as the main compound or to drive the reaction nearly to completion were unsuccessful, which points to the azide-cyclopentenedione reaction as not being useful for bioconjugation.

Graphical abstract: Compatibility between the cysteine-cyclopentenedione reaction and the copper(i)-catalyzed azide–alkyne cycloaddition

Back to tab navigation

Supplementary files

Publication details

The article was received on 01 Oct 2018, accepted on 14 Nov 2018 and first published on 15 Nov 2018


Article type: Paper
DOI: 10.1039/C8OB02451K
Citation: Org. Biomol. Chem., 2018,16, 9185-9190
  •   Request permissions

    Compatibility between the cysteine-cyclopentenedione reaction and the copper(I)-catalyzed azide–alkyne cycloaddition

    J. Agramunt, L. Saltor, E. Pedroso and A. Grandas, Org. Biomol. Chem., 2018, 16, 9185
    DOI: 10.1039/C8OB02451K

Search articles by author

Spotlight

Advertisements