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

✍ Scribed by Steven A. Kates; Brian F. McGuinness; Christopher Blackburn; G. William Griffin; Nuriá A. Solé; George Barany; Fernando Albericio

• Publisher: Wiley (John Wiley & Sons)
• Year: 1998
• Tongue: English
• Weight: 253 KB
• Volume: 47
• Category: Article
• ISSN: 0006-3525
• DOI: 10.1002/(sici)1097-0282(1998)47:5<365::aid-bip4>3.0.co;2-8

✦ Synopsis

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).