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Synthesis, Crystal and Molecular Structure of Boc‐Pro‐ ΔPhe‐Ala‐ ΔPhe‐ Ala‐OMe; A Pentapeptide with a Novel β‐Bend Ribbon Structure
Author(s) -
Rajashankar Kanagalaghatta Ramabhatta,
Ramakumar Suryanarayanarao,
Mal Tapas Kumar,
Chauhan Virander Singh
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199409701
Subject(s) - pentapeptide repeat , ribbon , chemistry , crystal structure , stereochemistry , amino acid , structure function , crystallography , peptide , materials science , biochemistry , physics , particle physics , composite material
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.