Synthesis, Crystal and Molecular Structure of Boc‐Pro‐ ΔPhe‐Ala‐ ΔPhe‐ Ala‐OMe; A Pentapeptide with a Novel β‐Bend Ribbon Structure

Kanagalaghatta Ramabhatta Rajashankar, Suryanarayanarao Ramakumar, Tapas Kumar Mal, Virander Singh Chauhan

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

Neither a helical structure nor a spiral β‐bend ribbon structure, but a flat β‐bend ribbon is formed by the title compound. Peptides with 2,3‐didehydroamino acid esters (α,β‐didehydroamino acid esters) such as dehydrophenylalanine (ΔPhe) are of great interest as model compounds for the study of structure–function relationships, since the dehydroamino acids strongly influence the conformation and the enzymatic degradation of peptides. The comparison of the structure of the title compound with that of corresponding Aib‐containing peptides is informative.

Original languageEnglish (US)
Pages (from-to)970-973
Number of pages4
JournalAngewandte Chemie International Edition in English
Volume33
Issue number9
DOIs
StatePublished - May 18 1994

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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