Solid-phase synthesis with tris(alkoxy)benzyl backbone amide linkage (BAL)

Jordi Alsina, Knud J. Jensen, Fernando Albericio, George Barany

Research output: Contribution to journalShort surveypeer-review

88 Scopus citations

Abstract

Solid-phase synthesis has been applied successfully for the preparation of peptides, small proteins, oligonucleotides, and small organic molecules. A crucial part of the overall synthesis plan is the choice of an appropriate "handle" (linker) for attachment to the support. Here we describe a novel and general concept for solid-phase synthesis that involves attachment of a backbone amide nitrogen to an appropriate handle. This backbone amide linker (BAL) approach allows for the preparation of C-terminal-modified and cyclic peptides, small organic molecules, and modified amino sugars, as well as combinatorial synthesis applications.

Original languageEnglish (US)
Pages (from-to)2787-2795
Number of pages9
JournalChemistry - A European Journal
Volume5
Issue number10
DOIs
StatePublished - Oct 1999

Keywords

  • Carbohydrates
  • Combinatorial chemistry
  • Handles
  • Libraries
  • Linkers
  • Peptides
  • Solid-phase synthesis

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