The Electron Donor–Acceptor Interaction between Mixed Solvents and Its Influence on Their β-Sheet Structure-Disrupting Potential

Abstract

Abstract Cross-linked polystyrene resin-bound peptides were useful for the investigation of the β-sheet structure-disrupting potential of mixed solvents although their β-sheet structure-disrupted behavior by mixed solvents was different from that of peptides free from a macromolecular protecting group due to the concentrating efficacy of a cross-linked resin. In mixed solvents, the electron-acceptor and -donor numbers (AN and DN) of organic solvents were one of the most important factors to estimate their β-sheet structure-disrupting potential. In a mixture of electron-acceptor solvents themselves or -donor solvents, the electron donor-acceptor interaction between solvents did not occur and electron-accepting or -donating property of each solvent was kept to disrupt the β-sheet aggregation in mixed solvents. On the other hand, in a mixture of electron-acceptor solvent and -donor solvent, the electron donor-acceptor interaction between solvents occurred predominantly to decrease the β-sheet structure-disrupting potential of mixed solvents. The present results clarify the criteria of the search for effective solvents in peptide and protein synthesis.