[Fmoc solid-phase synthesis of cyclopeptide FIK]

Sheng Wu Gong Cheng Xue Bao. 2008 Mar;24(3):468-72.
[Article in Chinese]

Abstract

We study the techniques of synthesis of disulfide bond-bearing cyclopeptides FIK. This experimentation with the material of Fmoc-aa use Solid-Phase synthesis after condensation by HBTU/HOBt/DIEA to synthesize linear peptide, then cyclopeptide was synthesized by creation of intramolecular disulfide bond by means of 12 oxidation of bis cysteine sulfhydryl of the linear peptide. The crude production was cleaved from the resin together with all protecting group and identified and separated by MALDI-MS and RP-HPLC. The peptide yield was 18%, after purification the purity was more than 97%. It was identified on MALDI-MS and Ellman reagent detection. This method is effective, simple, rapid and obtained good yield, and it's fit for the large-scale production.

Publication types

  • English Abstract

MeSH terms

  • Amino Acids / chemistry*
  • Combinatorial Chemistry Techniques / methods*
  • Disulfides / chemistry
  • Fluorenes / chemistry*
  • Molecular Structure
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Amino Acids
  • Disulfides
  • Fluorenes
  • N(alpha)-fluorenylmethyloxycarbonylamino acids
  • Peptides, Cyclic