Neoglycopeptide synthesis by suzuki-miyaura couplings between glycosyl aryl boronic acids and iodopeptides

Protein Pept Lett. 2014;21(10):1004-10. doi: 10.2174/0929866521666140626103204.

Abstract

Suzuki-Miyaura coupling reaction was applied in the syntheses of neoglycopeptides. This work utilizes new type of glycosyl aryl boronic acid and readily accessible iodo amino acids/iodopeptides. Both carbohydrate and peptide moieties are unprotected and the final product could be isolated directly. The neoglyco amino acid and neoglycopeptide products feature an O-glycosyl biaryl linker between the carbohydrate and peptide moieties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemistry*
  • Catalysis
  • Glycopeptides / chemical synthesis*
  • Glycosylation
  • Iodoproteins / chemistry*
  • Molecular Structure
  • Palladium / chemistry

Substances

  • Boronic Acids
  • Glycopeptides
  • Iodoproteins
  • Palladium