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Cα-Methyl, Cα-phenylglycine peptides: A structural study

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Summary

In order to obtain further information on the role played by phenyl ring position in the Cα-methylated α-amino acid side chain on peptide preferred conformation, the crystal-state structural preferences of Cα-methyl, Cα-phenylglycine peptides have been determined by X-ray diffraction. This study shows that either the fully extended conformation or the β-bend/310-helical structures are adopted by peptides characterized by this Cα-methylated, β-branched, aromatic α-amino acid.

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Authors and Affiliations

  1. Organic Chemistry and Biotechnology Section, DSM Research, P.O. Box 18, 6160 MD, Geleen, The Netherlands

    Eric Mossel & Quirinus B. Broxterman

  2. Biopolymer Research Centre, CNR, Department of Organic Chemistry, University of Padova, Via Marzolo 1, I-35131, Padova, Italy

    Fernando Formaggio, Giovanni Valle, Marco Crisma & Claudio Toniolo

  3. Osaka University of Pharmaceutical Sciences, 569-11, Osaka, Japan

    Mitsunobu Doi & Toshimasa Ishida

  4. DSM Fine Chemicals, 6401 JH, Heerlen, The Netherlands

    Johan Kamphuis

Authors
  1. Eric Mossel
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  2. Fernando Formaggio
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  3. Giovanni Valle
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  4. Marco Crisma
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  5. Claudio Toniolo
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  6. Mitsunobu Doi
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  7. Toshimasa Ishida
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  8. Quirinus B. Broxterman
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  9. Johan Kamphuis
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Mossel, E., Formaggio, F., Valle, G. et al. Cα-Methyl, Cα-phenylglycine peptides: A structural study. Lett Pept Sci 5, 223–225 (1998). https://doi.org/10.1007/BF02443473

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  • DOI: https://doi.org/10.1007/BF02443473

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