An electronic effect on protein structure.

@article{Hinderaker2003AnEE,
  title={An electronic effect on protein structure.},
  author={Matthew P. Hinderaker and Ronald T. Raines},
  journal={Protein science : a publication of the Protein Society},
  year={2003},
  volume={12 6},
  pages={1188-94}
}
The well-known preference of the peptide bond for the trans conformation has been attributed to steric effects. Here, we show that a proline residue with an N-formyl group (H(i-1)-C'(i-1)=O(i-1)), in which H(i-1) presents less steric hindrance than does O(i-1), likewise prefers a trans conformation. Thus, the preference of the peptide bond for the trans conformation cannot be explained by steric effects alone. Rather, an n --> pi* interaction between the oxygen of the peptide bond (O(i-1)), and… CONTINUE READING

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