Resin comparison and fast automated stepwise conventional synthesis of human SDF-1alpha

J Pept Sci. 2008 Dec;14(12):1240-3. doi: 10.1002/psc.1056.

Abstract

Human SDF-1alpha contains 68 amino acids and is a member of the chemokine family of peptides. This long peptide was synthesized stepwise using classical conditions in 101 h. The reaction times were then reduced to deprotection times of 2 x 2 min and coupling times of 2 x 2.5 min, resulting in a total synthesis time of 22 h. The effect of different resins, resin substitutions and deprotection reagents on the crude peptide purities was compared. A small portion of crude peptide was purified using an RP-HPLC column and the mass of the final product was confirmed with MALDI-TOF mass spectrometry.

MeSH terms

  • Chemistry, Organic / methods*
  • Chemokine CXCL12 / chemical synthesis*
  • Chemokine CXCL12 / chemistry
  • Chromatography, High Pressure Liquid
  • Humans
  • Resins, Synthetic / chemistry*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Chemokine CXCL12
  • Resins, Synthetic