Synthesis of perfluoroalkylated beta-alanine and some peptide derivatives: an access to original surfactants

Amino Acids. 1999;16(3-4):381-9. doi: 10.1007/BF01388177.

Abstract

The reaction of amines of sodium azide with 3-perfluoroalkyl-3-fluoroprop-2-enoate, followed by hydrogenation, affords perfluoroalkylated beta-alanine analogues in very good yields. These compounds can be linked via an amide bond to produce peptide analogues such as carnosine or carcinine derivatives, which could have surfactive and complexing properties.

MeSH terms

  • Acrylates / chemistry
  • Blood Substitutes
  • Carnosine / analogs & derivatives
  • Carnosine / chemistry
  • Fluorocarbons / chemistry
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Sodium Azide / chemistry
  • Surface-Active Agents / chemistry*

Substances

  • Acrylates
  • Blood Substitutes
  • Fluorocarbons
  • Peptides
  • Surface-Active Agents
  • Carnosine
  • Sodium Azide
  • carcinine