reviewChemical Society ReviewsJan 1, 2017HYBRID OA

Inverse electron demand Diels–Alder reactions in chemical biology

University of Cambridge · University of Lisbon · +1 more institution

PubMed
Indexed incrossrefpubmed

Abstract

The emerging inverse electron demand Diels-Alder (IEDDA) reaction stands out from other bioorthogonal reactions by virtue of its unmatchable kinetics, excellent orthogonality and biocompatibility. With the recent discovery of novel dienophiles and optimal tetrazine coupling partners, attention has now been turned to the use of IEDDA approaches in basic biology, imaging and therapeutics. Here we review this bioorthogonal reaction and its promising applications for live cell and animal studies. We first discuss the key factors that contribute to the fast IEDDA kinetics and describe the most recent advances in the synthesis of tetrazine and dienophile coupling partners. Both coupling partners have been…

Citation impact

1,108
total citations
FWCI
38.87
Percentile
100%
References
377
Citations per year

Authors

3

Topics & keywords

Keywords
  • Alder
  • Diels–Alder reaction
  • Electron
  • Chemistry
  • Computational chemistry
  • Physics
  • Organic chemistry
  • Biology
No related works found for this paper.

Funding