Azide: A Unique Dipole for Metal-Free Bioorthogonal Ligations

作者:Debets Marjoke F; van der Doelen Christianus W J; Rutjes Floris P J T; van Delft Floris L*
来源:ChemBioChem, 2010, 11(9): 1168-1184.
DOI:10.1002/cbic.201000064

摘要

Covalently bound azide on a (small) organic molecule or a (large) biomolecular structure has proven an important handle for bioconjugation. Azides are readily introduced, small, and stable, yet undergo smooth ligation with a range of reactive probes under mild conditions. In particular, the potential of azides to undergo metal-free reactions with strained unsaturated systems has inspired the development of an increasing number of reactive probes, which are comprehensively summarized here. For each individual probe, the synthetic preparation is described, together with reaction kinetics and the full range of applications, from materials science to glycoprofiling. Finally, a qualitative and quantitative comparison of azido-reactive probes is provided.

  • 出版日期2010-6-14