http://www.cnr.it/ontology/cnr/individuo/prodotto/ID15702
C-alpha-Methyl proline: a unique example of split personality (Articolo in rivista)
- Type
- Label
- C-alpha-Methyl proline: a unique example of split personality (Articolo in rivista) (literal)
- Anno
- 2008-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1002/bip.20839 (literal)
- Alternative label
Moretto A., Terrenzani F., Crisma M., Formaggio F., Kaptein B., Broxterman Q.B., Toniolo C. (2008)
C-alpha-Methyl proline: a unique example of split personality
in Biopolymers (Print)
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- Moretto A., Terrenzani F., Crisma M., Formaggio F., Kaptein B., Broxterman Q.B., Toniolo C. (literal)
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- Citazioni WOS: 4
Impact Factor 2008: 2.823
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- ISI Web of Science (WOS) (literal)
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- Institute of Biomolecular Chemistry, Padova Unit, CNR, Department of Chemistry, University of Padova, 35131 Padova, Italy;
DSM Pharmaceutical Products, Advanced Synthesis, Catalysis and Development, 6160 MD Geleen, The Netherlands (literal)
- Titolo
- C-alpha-Methyl proline: a unique example of split personality (literal)
- Abstract
- Methylation at the C-alpha-position of a Pro residue was expected to lock the preceding tertiary amide (omega) torsion angle of the resulting (alpha Me)Pro to the trans disposition and to restrict the phi,psi surface to the single region where the 3(10)/alpha-helices are found (in this five-membered ring residue phi is severely constrained to about +/- 65 degrees by its cyclic nature). The results of the present X-ray diffraction work on a selected set of four N-alpha-blocked, (alpha Me)Pro-containing, dipeptide N'-alkylamides clearly show that, although the region of the conformational map largely preferred by (alpha Me)Pro would indeed be that typical of 3(10)/alpha-helices, the semi-extended [type-II poly(Pro)(n) helix] region can also be explored by this extremely sterically demanding C-alpha-tetrasubstituted alpha-amino acid. In addition, the known high propensity for beta-turn formation of the Pro residue is further enhanced in peptides based on its C-alpha-methylated derivative. (literal)
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