Position-Dependent Effects of Fluorinated Amino Acids on the Hydrophobic Core Formation of a Heterodimeric Coiled Coil

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2009
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Salwiczek, Mario
Samsonov, Sergey
Vagt, Toni
Nyakatura, Elisabeth
Fleige, Emanuel
Numata, Jorge
Cölfen, Helmut
Pisabarro, M. Teresa
Koksch, Beate
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Systematic model investigations of the molecular interactions of fluorinated amino acids within native protein environments substantially improve our understanding of the unique properties of these building blocks. A rationally designed heterodimeric coiled coil peptide (VPE/VPK) and nine variants containing amino acids with variable fluorine content in either position a16 or d19 within the hydrophobic core were synthesized and used to evaluate the impact of fluorinated amino acid substitutions within different hydrophobic protein microenvironments. The structural and thermodynamic stability of the dimers were examined by applying both experimental (CD spectroscopy, FRET, and analytical ultracentrifugation) and theoretical (MD simulations and MM-PBSA free energy calculations) methods. The coiled coil environment imposes position-dependent conformations onto the fluorinated side chains and thus affects their packing and relative orientation towards their native interaction partners. We find evidence that such packing effects exert a significant influence on the contribution of fluorine-induced polarity to coiled coil folding.

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ISO 690SALWICZEK, Mario, Sergey SAMSONOV, Toni VAGT, Elisabeth NYAKATURA, Emanuel FLEIGE, Jorge NUMATA, Helmut CÖLFEN, M. Teresa PISABARRO, Beate KOKSCH, 2009. Position-Dependent Effects of Fluorinated Amino Acids on the Hydrophobic Core Formation of a Heterodimeric Coiled Coil. In: Chemistry - A European Journal. 2009, 15(31), pp. 7628-7636. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.200802136
BibTex
@article{Salwiczek2009-08-03Posit-40147,
  year={2009},
  doi={10.1002/chem.200802136},
  title={Position-Dependent Effects of Fluorinated Amino Acids on the Hydrophobic Core Formation of a Heterodimeric Coiled Coil},
  number={31},
  volume={15},
  issn={0947-6539},
  journal={Chemistry - A European Journal},
  pages={7628--7636},
  author={Salwiczek, Mario and Samsonov, Sergey and Vagt, Toni and Nyakatura, Elisabeth and Fleige, Emanuel and Numata, Jorge and Cölfen, Helmut and Pisabarro, M. Teresa and Koksch, Beate}
}
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