An advance in the chemical synthesis of homogeneous N-linked glycopolypeptides by convergent aspartylation

Angew Chem Int Ed Engl. 2012 Nov 12;51(46):11571-5. doi: 10.1002/anie.201205038. Epub 2012 Sep 25.


We describe a useful advance in glycopeptide synthesis. We have developed a one-flask aspartylation/deprotection method, wherein long peptide fragments, bearing proximal pseudoproline functionality are merged with complex glycan domains. Following aspartylation, acidmediated global deprotection reveals the elaborated glycopeptide. The temporary pseudoproline functionality serves to suppress formation of aspartimide side products during solid phase peptide synthesis and aspartylation.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amino Acid Sequence
  • Aspartic Acid / analogs & derivatives*
  • Aspartic Acid / chemical synthesis
  • Aspartic Acid / chemistry
  • Glycopeptides / chemical synthesis*
  • Glycopeptides / chemistry
  • Molecular Sequence Data
  • Solid-Phase Synthesis Techniques


  • Glycopeptides
  • Aspartic Acid
  • aspartimide