A role for CH...O interactions in protein-DNA recognition.

@article{MandelGutfreund1998ARF,
  title={A role for CH...O interactions in protein-DNA recognition.},
  author={Yael Mandel-Gutfreund and Hanah Margalit and Robert L. Jernigan and Victor B Zhurkin},
  journal={Journal of molecular biology},
  year={1998},
  volume={277 5},
  pages={
          1129-40
        }
}
The concept of CH...O hydrogen bonds has recently gained much interest, with a number of reports indicating the significance of these non-classical hydrogen bonds in stabilizing nucleic acid and protein structures. Here, we analyze the CH...O interactions in the protein-DNA interface, based on 43 crystal structures of protein-DNA complexes. Surprisingly, we find that the number of close intermolecular CH...O contacts involving the thymine methyl group and position C5 of cytosine is comparable… 

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References

SHOWING 1-10 OF 82 REFERENCES
The occurrence of C-H...O hydrogen bonds in proteins.
TLDR
This work describes an analysis of short C-H...O interactions in a sample of known protein structures representing different categories of tertiary folds and refined at a resolution of at least 2 A, and finds strong evidence that a large percentage of long C...O contacts constitute cohesive interactions.
Comprehensive analysis of hydrogen bonds in regulatory protein DNA-complexes: in search of common principles.
TLDR
In most cases it seems that the interactions are not guided simply by the presence of a required atom in a specific position in the groove, but that the identity of the base possessing this atom is crucial, which may have important implications in molecular design experiments.
Ab initio quantum mechanics analysis of imidazole C-H...O water hydrogen bonding and a molecular mechanics forcefield correction.
TLDR
Optimal geometries and hydrogen bond interaction energies for C-H...O hydrogen bonded complexes between methane, ethylene, benzene, acetylene, and imidazole with water are obtained and it is indicated that C-h...O interactions can be classified as hydrogen bonding interactions, albeit significantly weaker than the classical hydrogen bonds, but significantly stronger than just van der Waals interactions.
Hydrogen bonding and stacking of DNA bases: a review of quantum-chemical ab initio studies.
TLDR
Ab initio quantum-chemical calulations with inclusion of electron correlation made since 1994 significantly modified the authors' view on interactions of nucleic acid bases, and demonstrated that amino groups of nucleobases are very flexible and intrinsically nonplanar.
Crystallographic evidence for C alpha-H...O=C hydrogen bonds in a collagen triple helix.
TLDR
The crystal structure of the collagen triple-helical peptide shows evidence for the existence of interchain contacts between alpha-carbon hydrogens from Gly and Hyp residues, and carbonyl groups from Gly, Pro and Pro residues on neighboring chains, which suggests a more universal character for C-H...O hydrogen bonds in building protein secondary structure elements.
Inter-strand C-H...O hydrogen bonds stabilizing four-stranded intercalated molecules: stereoelectronic effects of O4' in cytosine-rich DNA.
  • I. Berger, M. Egli, A. Rich
  • Chemistry, Biology
    Proceedings of the National Academy of Sciences of the United States of America
  • 1996
TLDR
Analysis of intercalated DNA quadruplexes reveals the presence of a hitherto unobserved, systematic intermolecular C-H...O hydrogen bonding network between the deoxyribose sugar moieties of antiparallel backbones in the four-stranded molecule.
Consistencies of individual DNA base-amino acid interactions in structures and sequences.
TLDR
The first derivation of normalized relative interaction from binding data for each of the four bases interacting with a specific amino acid is reported, utilizing data from combinatorial multiplex DNA binding of zinc finger domains.
Stereochemistry of nucleic acids and polynucleotides. IV. Conformational energy of base‐sugar units
In this paper, the preferred conformations of the bases with respect to the sugar in various base‐sugar units are worked out using criteria of potential energy. The van der Waals type of intercations
Sequence-dependent DNA structure. The role of base stacking interactions.
  • C. Hunter
  • Chemistry, Biology
    Journal of molecular biology
  • 1993
TLDR
The conformational preferences of the ten possible base-pair steps in double-helical DNA have been calculated and compared with experimental data from X-ray fibre diffraction,X-ray crystal structures and gel-running experiments, and the results obtained are rationalized on the basis of the shapes and charge distributions of the bases.
...
1
2
3
4
5
...