Accelerated Fmoc solid-phase synthesis of peptides with aggregation-disrupting backbones

Org Biomol Chem. 2015 Feb 7;13(5):1500-6. doi: 10.1039/c4ob02260b.

Abstract

In this work, we describe an accelerated solid-phase synthetic protocol for ordinary or difficult peptides involving air-bath heating and amide protection. For the Hmsb-based backbone amide protection, an optimized acyl shift condition using 1,4-dioxane was discovered. The efficiency and robustness of the protocol was validated in the course of preparation of classical difficult peptides and ubiquitin protein segments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Air
  • Amides / chemistry
  • Dioxanes / chemistry
  • Fluorenes / chemistry*
  • Hot Temperature
  • Kinetics
  • Peptides / chemical synthesis*
  • Solid-Phase Synthesis Techniques
  • Solvents / chemistry

Substances

  • 9-fluorenylmethoxycarbonyl
  • Amides
  • Dioxanes
  • Fluorenes
  • Peptides
  • Solvents
  • 1,4-dioxane