reviewChemical ReviewsJun 22, 2017Closed access

Oximes and Hydrazones in Bioconjugation: Mechanism and Catalysis

Stanford University

PubMed
Indexed incrossrefpubmed

Abstract

The formation of oximes and hydrazones is employed in numerous scientific fields as a simple and versatile conjugation strategy. This imine-forming reaction is applied in fields as diverse as polymer chemistry, biomaterials and hydrogels, dynamic combinatorial chemistry, organic synthesis, and chemical biology. Here we outline chemical developments in this field, with special focus on the past ∼10 years of developments. Recent strategies for installing reactive carbonyl groups and α-nucleophiles into biomolecules are described. The basic chemical properties of reactants and products in this reaction are then reviewed, with an eye to understanding the reaction's mechanism and how reactant structure controls…

Citation impact

661
total citations
FWCI
29.12
Percentile
100%
References
178
Citations per year

Authors

2

Topics & keywords

Keywords
  • Chemistry
  • Bioconjugation
  • Nucleophile
  • Aldehyde
  • Imine
  • Combinatorial chemistry
  • Hydrazone
  • Nucleophilic addition
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