Studies on the β-Turn of Peptides. V. Turn Preference of Peptide Sequence Analyzed by Conformational Energy Calculation on Dipeptide Models and by CD Spectra of Chromophoric Derivatives
- 1 October 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 56 (10) , 3005-3008
- https://doi.org/10.1246/bcsj.56.3005
Abstract
Empirical conformational energy calculations were performed on Ac–L-Pro–D-Ala–NHCH3 and Ac–D-Ala–L-Pro–NHCH3. In order to study the turn tendency of the dipeptide sequences turn probabilities and average interterminal distances were calculated. Much larger turn preference of D-Ala containing sequences was indicated compared with the corresponding L-Ala containing sequences. The turn tendency of the dipeptide sequences were shown to be in the order: L-Pro–D-Ala>D-Ala–L-Pro>L-Pro–L-Ala>L-Ala–L-Pro. This order coincides with the order of the magnitude of the Cotton effects in the CD spectra of the chromophoric derivatives having 2,4-dinitrophenylglycyl and glycine-p-nitroanilide at the N- and the C-termini, respectively, of the corresponding dipeptid esequences. This agreement supports the validity of the chiroptical method to study the turn tendency of the peptide sequences using chromophoric derivatives reported earlier.Keywords
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