Carbohydrate CuAAC click chemistry for therapy and diagnosis

Carbohydr Res. 2016 Jun 24:429:1-22. doi: 10.1016/j.carres.2016.03.022. Epub 2016 Mar 29.

Abstract

Carbohydrates are important as signaling molecules and for cellular recognition events, therefore offering scope for the development of carbohydrate-mimetic diagnostics and drug candidates. As a consequence, the construction of carbohydrate-based bioactive compounds and sensors has become an active research area. While the advent of click chemistry has greatly accelerated the progress of medicinal chemistry and chemical biology, recent literature has seen an extensive use of such approaches to construct functionally diverse carbohydrate derivatives. Here we summarize some of the progress, covering the period 2010 to mid-2015, in Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition CuAAC "click chemistry" of carbohydrate derivatives, in the context of potential therapeutic and diagnostic tool development.

Keywords: Carbohydrate; Click chemistry; CuAAC; Diagnosis; Therapy.

Publication types

  • Review

MeSH terms

  • Alkynes / chemistry
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / therapeutic use
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / therapeutic use
  • Azides / chemistry
  • Carbohydrates / chemical synthesis
  • Carbohydrates / therapeutic use
  • Catalysis
  • Chemistry, Pharmaceutical / methods*
  • Chemistry, Pharmaceutical / trends
  • Click Chemistry / methods*
  • Click Chemistry / trends
  • Cycloaddition Reaction
  • Glycosylation
  • Humans
  • Imino Sugars / chemical synthesis
  • Imino Sugars / therapeutic use
  • Neoplasms / diagnosis
  • Neoplasms / drug therapy*
  • Neoplasms / metabolism
  • Signal Transduction
  • Triazoles / chemical synthesis*
  • Triazoles / therapeutic use

Substances

  • Alkynes
  • Anti-Infective Agents
  • Antineoplastic Agents
  • Azides
  • Carbohydrates
  • Imino Sugars
  • Triazoles