• Media type: E-Article
  • Title: Konformationsanalysen von Modell‐Tripeptiden: Der Einfluss von α,α‐disubstituierten α‐Aminosäuren auf die Sekundärstruktur. Teil II. Röntgenstrukturanalyse und Konformationsenergie‐Berechnungen
  • Contributor: Wipf, Peter; Kunz, Roland W.; Prewo, Roland; Heimgartner, Heinz
  • imprint: Wiley, 1988
  • Published in: Helvetica Chimica Acta
  • Language: English
  • DOI: 10.1002/hlca.19880710130
  • ISSN: 0018-019X; 1522-2675
  • Keywords: Inorganic Chemistry ; Organic Chemistry ; Physical and Theoretical Chemistry ; Drug Discovery ; Biochemistry ; Catalysis
  • Origination:
  • Footnote:
  • Description: <jats:p><jats:bold>Conformational Analysis of Tripeptide Models: The Influence of α,α‐disubstituted α‐Amino Acids on the Secondary Structure. X‐Ray Analysis and Conformational Energy Calculations</jats:bold></jats:p><jats:p>The X‐ray analysis of tripeptide Z‐Ile‐Val(2‐Me)‐benzocaine (<jats:bold>1f</jats:bold>) reveals the presence of a type‐III β‐turn. Moreover, MMP2 calculations on tripeptides, <jats:italic>e.g.</jats:italic> Z‐Ile‐Aib‐benzocaine (<jats:bold>1c</jats:bold>), Z‐Ile‐<jats:sc>D</jats:sc>‐Val(2‐Me)‐benzocaine (<jats:bold>1g</jats:bold>), Z‐Ile‐Gly(2,2‐Pr<jats:sub>2</jats:sub>)‐benzocaine (<jats:bold>1h</jats:bold>), Z‐Ile‐Gly‐benzocaine (<jats:bold>1a</jats:bold>), and <jats:bold>1f</jats:bold>, fit well into the frame of NMR and CD investigations. They allow considerations on the relative stability of different types of β‐turns depending on the peptide sequence, <jats:italic>e.g.</jats:italic> the kind of α,α‐disubstituted amino‐acid moieties.</jats:p>