Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: towards mild strategies for the labelling of glycans

Org Biomol Chem. 2014 Feb 28;12(8):1203-6. doi: 10.1039/c3ob42306a.

Abstract

Fully deprotected alkynyl-functionalised mono- and oligosaccharides undergo CuAAC-based conjugation with water-soluble porphyrin azides in aqueous environments. The mild reaction conditions are fully compatible with the presence of labile glycosidic bonds. This approach provides an ideal strategy to conjugate tetrapyrroles to complex carbohydrates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry*
  • Carbohydrates / chemistry*
  • Polysaccharides / chemistry*
  • Porphyrins / chemistry*
  • Solubility
  • Water / chemistry

Substances

  • Azides
  • Carbohydrates
  • Polysaccharides
  • Porphyrins
  • Water