Fast conventional Fmoc solid-phase peptide synthesis with HCTU

J Pept Sci. 2008 Jan;14(1):97-101. doi: 10.1002/psc.921.

Abstract

1H-Benzotriazolium 1-[bis(dimethyl-amino)methylene]-5-chloro-hexafluorophosphate (1-),3-oxide (HCTU) is a nontoxic, nonirritating and noncorrosive coupling reagent. Seven biologically active peptides (GHRP-6, (65-74)ACP, oxytocin, G-LHRH, C-peptide, hAmylin(1-37), and beta-amyloid(1-42)) were synthesized with reaction times reduced to deprotection times of 3 min or less and coupling times of 5 min or less using HCTU as the coupling reagent. Expensive coupling reagents or special techniques were not used. Total peptide synthesis times were dramatically reduced by as much as 42.5 h (1.8 days) without reducing the crude peptide purities. It was shown that HCTU can be used as an affordable, efficient coupling reagent for fast Fmoc solid-phase peptide synthesis.

MeSH terms

  • Amino Acid Sequence
  • Amyloid / chemistry*
  • Amyloid beta-Peptides / chemistry
  • Chromatography, High Pressure Liquid / methods
  • Gonadotropin-Releasing Hormone / chemistry
  • Humans
  • Islet Amyloid Polypeptide
  • Molecular Sequence Data
  • Oxytocin / chemistry
  • Peptide Biosynthesis*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Time Factors
  • Triazoles / chemistry*

Substances

  • 1-(bis(dimethylamino)methylene)-1H-benzotriazolium hexafluorophosphate 3-oxide
  • 1H-benzotriazolium-1-(bis(dimethyl-amino)methylene)-5-chloro-hexafluorophosphate (1-),3-oxide
  • Amyloid
  • Amyloid beta-Peptides
  • Islet Amyloid Polypeptide
  • Peptides
  • Triazoles
  • Gonadotropin-Releasing Hormone
  • Oxytocin