Stacked Fluoroaromatics as Supramolecular Synthons for Programming Protein Dimerization Specificity


  • We thank the Smith Family Foundation and Boston College for financial support. We also acknowledge the NSF (grant no DBI-0619576) for providing the financial support for the BC Mass Spectrometry Center.


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Aromatic “bonding”: Although known to exist in proteins, aromatic stacking interactions and the energetic factors important for it are not well understood. A systematic investigation of aromatic stacking interactions in a protein model system using a series of fluorinated phenylalanine analogues illustrates the importance of dipole–dipole and dipole–induced-dipole coupling to the stability and self-sorting properties of aromatic stacking pairs.