Efficient one-pot cyclization/folding of Rhesus θ-defensin-1 (RTD-1)

Bioorg Med Chem Lett. 2012 Apr 15;22(8):2823-6. doi: 10.1016/j.bmcl.2012.02.080. Epub 2012 Mar 2.

Abstract

We report an efficient approach for the chemical synthesis of Rhesus θ-defensin-1 (RTD-1) using Fmoc-based solid-phase peptide synthesis in combination with an intramolecular version of native chemical ligation. The corresponding linear thioester precursor was cyclized and folded in a one-pot reaction using reduced glutathione. The reaction was extremely efficiently yielding natively folded RTD-1 with minimal or no purification at all. This approach is fully compatible with the high throughput production of chemical libraries using this peptide scaffold.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Combinatorial Chemistry Techniques*
  • Cyclization
  • Defensins / chemical synthesis*
  • Defensins / chemistry*
  • Macaca mulatta
  • Molecular Sequence Data
  • Peptides / chemistry
  • Protein Folding
  • Solid-Phase Synthesis Techniques / methods*

Substances

  • Defensins
  • Peptides
  • theta-defensin