"High-load" polyethylene glycol-polystyrene (PEG-PS) graft supports for solid-phase synthesis

Biopolymers. 1998;47(5):365-80. doi: 10.1002/(SICI)1097-0282(1998)47:5<365::AID-BIP4>3.0.CO;2-8.

Abstract

The choice of a polymeric support is a key factor for the success of solid-phase methods for syntheses of organic compounds and biomolecules such as peptides and oligonucleotides. Classical Merrifield solid-phase peptide synthesis (SPPS), performed on low cross-linked hydrophobic polystyrene (PS) beads, sometimes suffers from sequence-dependent coupling difficulties. The concept of incorporating polyethylene glycol (PEG) into supports for solid-phase synthesis represents a successful approach to alleviating such problems. Previous reports from our laboratories have shown the advantages of "low-load" PEG-PS (0.15-0.25 mmol/g) for SPPS. Herein, we demonstrate that the beneficial aspects of the PEG-PS concept can be extended with resins that have higher loadings (0.3-0.5 mmol/g).

Publication types

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

MeSH terms

  • Amino Acid Sequence
  • Angiotensin-Converting Enzyme Inhibitors / chemical synthesis
  • Chemistry, Organic / methods
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Polyethylene Glycols / chemical synthesis
  • Polyethylene Glycols / chemistry*
  • Polystyrenes / chemical synthesis
  • Polystyrenes / chemistry*
  • Resins, Synthetic / chemical synthesis
  • Resins, Synthetic / chemistry

Substances

  • Angiotensin-Converting Enzyme Inhibitors
  • Peptides
  • Polystyrenes
  • Resins, Synthetic
  • polyethylene glycol-polystyrene
  • Polyethylene Glycols