Silyl-substituted amino acids: new routes to the construction of selectively functionalized peptidomimetics

Org Lett. 2002 May 2;4(9):1547-50. doi: 10.1021/ol025776e.

Abstract

[reaction: see text]. Silylated amino acids have been incorporated into peptides and then converted into N-acyliminium ions with the use of an anodic oxidation reaction. The result is a method for selectively incorporating conformational constraints or external nucleophiles within the peptide.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acids / chemical synthesis
  • Amino Acids / chemistry*
  • Cyclization
  • Indicators and Reagents
  • Lactams / chemical synthesis
  • Molecular Mimicry
  • Oxidation-Reduction
  • Peptides / chemical synthesis*
  • Silicon Compounds / chemistry*

Substances

  • Amino Acids
  • Indicators and Reagents
  • Lactams
  • Peptides
  • Silicon Compounds