Studies on β-Turn of Peptides. XII. Synthetic Confirmation of Weak Activity of [d-Pro5,5′]-Gramicidin S Predicted from β-Turn Preference of Its Partial Sequence
- 1 February 1986
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 59 (2) , 535-538
- https://doi.org/10.1246/bcsj.59.535
Abstract
[D-Pro5,5′]-Gramicidin S was synthesized to confirm a prediction that D-D sequence at the corner position had low preference for β-turn. The analog showed much weaker activity than gramicidin S and also showed different CD spectra from those of gramicidin S. The results indicate that the analog can not take stable, gramicidin S-like, β-sheet conformation.Keywords
This publication has 10 references indexed in Scilit:
- Possible Interpretation of Inactivity of Novel Gramicidin S Analogs by CD Spectral Analysis of Tetrapeptide Derivatives Related to the AnalogsBulletin of the Chemical Society of Japan, 1985
- Studies on the β-Turn of Peptides. VII. Syntheses and Antibiotic Activities of Gramicidin S Analogs with l-Pro-l-Asn or l-Pro-d-Ala Sequence at the β-Turn PartBulletin of the Chemical Society of Japan, 1983
- Studies on the β-Turn of Peptides. III. Syntheses and Conformational Properties of N-(2,4-Dinitrophenyl)tetrapeptide p-Nitroanilides Related to β-Turn Preferring Sequences in ProteinsBulletin of the Chemical Society of Japan, 1983
- β‐Turn preference of tetrapeptide sequences as analyzed by CD spectra of their Dnp‐pNA derivativesBiopolymers, 1981
- Comparison of conformation and antimicrobial activity of synthetic analogs of gramicidin S: Stereochemical consideration of the role of D‐phenylalanine in the antibioticBiopolymers, 1978
- Temperature dependence of amide proton chemical shifts: The secondary structures of gramicidin S and valinomycinBiochemical and Biophysical Research Communications, 1969
- A conformational analysis of gramicidin S-A by nuclear magnetic resonance.Proceedings of the National Academy of Sciences, 1968
- Studies of Peptide Antibiotics. VIII. Synthesis of Gly4,4′-gramicidin SBulletin of the Chemical Society of Japan, 1967
- Verdoppelungsreaktionen beim Ringschluss von Peptiden. I. Synthese von Gramicidin S und von bis‐homo‐Gramicidin S aus den Pentapeptid‐Einheiten. 7. Mitteilung über homodet cyclische PolypeptideHelvetica Chimica Acta, 1958
- Appendix 2—Possible molecular models for gramicidin S and their relationship to present ideas of protein structureBiochemical Journal, 1957