Conformations of Prolyl Residues in Oligopeptides
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概要
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The structures of the prolyl residues as found in the crystals of various oligopeptides were studied, and a few interesting structural features were found, (i) The C<SUP>α</SUP>–C′–N angle of the peptide group formed by the N atom of the pyrrolidine ring and the C<SUP>α</SUP> and C′ atoms of the preceding residue is widened to about 118° from the usual value of 114° due to the steric repulsion between the C<SUP>α</SUP> and the two hydrogen atoms bonded to the C<SUP>δ</SUP> atom of the pyrrolidine ring, (ii) The C<SUP>γ</SUP> atoms of some pyrrolidine rings have some sort of disorder, and the C<SUP>β</SUP>–C<SUP>γ</SUP> and C<SUP>γ</SUP>–C<SUP>δ</SUP> bonds seem to be shortened and the C<SUP>β</SUP>–C<SUP>γ</SUP>–C<SUP>δ</SUP> angles seem to be widened than usual, (iii) Almost half of the pyrrolidine rings have an approximate C<SUB>2</SUB> (half-chair) symmetry, the twofold axis passing through the N atom and the midpoint of the C<SUP>β</SUP>–C<SUP>γ</SUP> bond. The others have an approximate C<SUB>s</SUB> (envelope) symmetry, the mirror plane passing through either the C<SUP>β</SUP> or C<SUP>γ</SUP> atom with equal probabilities. In this case the NC<SUP>α</SUP>C<SUP>α</SUP>C<SUP>γ</SUP>C<SUP>δ</SUP> or NC<SUP>α</SUP>C<SUP>β</SUP>C<SUP>δ</SUP>groups are almost planar, respectively, (iv) The conformation of C<SUP>γ</SUP>-<I>exo</I> against the C′ atom bonded to the C<SUP>α</SUP> atom is mainly found in the residues having the α-helix type torsion angles, while the C<SUP>γ</SUP>-<I>endo</I> is in those having the collagen type torsion angles.
- 公益社団法人 日本化学会の論文
著者
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Kakudo Masao
Institute for Protein Research Osaka University
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Ashida Tamaichi
Institute for Protein Research, Osaka University
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