TY - JOUR
T1 - Synthesis, Crystal and Molecular Structure of Boc‐Pro‐ ΔPhe‐Ala‐ ΔPhe‐ Ala‐OMe; A Pentapeptide with a Novel β‐Bend Ribbon Structure
AU - Rajashankar, Kanagalaghatta Ramabhatta
AU - Ramakumar, Suryanarayanarao
AU - Mal, Tapas Kumar
AU - Chauhan, Virander Singh
PY - 1994/5/18
Y1 - 1994/5/18
N2 - 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.
AB - 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.
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U2 - 10.1002/anie.199409701
DO - 10.1002/anie.199409701
M3 - Article
AN - SCOPUS:0027977440
SN - 0570-0833
VL - 33
SP - 970
EP - 973
JO - Angewandte Chemie International Edition in English
JF - Angewandte Chemie International Edition in English
IS - 9
ER -