Solid-phase synthesis of lipidated peptides

Chemistry. 2005 Dec 9;11(24):7405-15. doi: 10.1002/chem.200500476.

Abstract

A new flexible and efficient methodology for the solid-phase synthesis of lipidated peptides has been developed. The approach is based on the use of previously synthesized building blocks and overcomes the limitations of previously reported methods, since long doubly lipidated peptides can be synthesized by using this route. Furthermore, it was thus possible to prepare a large number of N- and H-Ras peptides bearing a wide range of reporter and/or linking groups--efficient tools for the investigation of biological processes. In terms of efficiency and flexibility this solid-phase method is superior to the solution-phase synthesis. It gives pure peptides in multimilligram amounts within a much shorter time and with superior overall yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Humans
  • Lipids / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Structure
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • ras Proteins / chemistry

Substances

  • Lipids
  • Peptides
  • ras Proteins