Polystyrene Resins and Solvation in Solid-Phase Synthesis

7 POLYSTYRENE RESINS AND SOLVATION IN SOLID-PHASE SYNTHESIS 

FIGURE 5.7 Merrifield resin obtained by polymerization of styrene in the presence of divinylbenzene followed by reaction with CH3OCH2Cl.3 The amino-methyl resin is obtained by transformation or reaction of the copolymer with A -hydroxymethylphthalimide, followed by hydrazinolysis to liberate the amino groups.31 

FIGURE 5.8 Relative volumes of a polystyrene resin and a peptide-resin adduct in the presence or absence of solvent molecules. The values are for a peptide of 40 residues (molecular weight = 5957 daltons), the first residue loaded at 0.95 mequiv/g of resin, giving a peptide to resin ratio of 4 1 by weight after assembly.15 

S Hancock, DJ Prescott, PR Vagelos, GR Marshall. Solvation of the polymer matrix. Source of truncated and deletion sequences in solid phase synthesis. J Org Chem 38, 774, 1973. 

VK Sarin, SBH Kent, RB Merrifield. Properties of swollen polymer networks. Solvation and swelling of peptide-containing resins in solid-phase peptide synthesis. JAm Chem Soc 102, 5463, 1980. 

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