Topochemical exploration of potent compounds using retro-enantiomer libraries of cyclic pentapeptides.

Authors

• Hirokazu Tamamura
• Makiko Mizumoto
• Kenichi Hiramatsu
• Shuichi Kusano
• Shigemi Terakubo
• Naoki Yamamoto
• John O Trent
• Zixuan Wang
• Stephen C Peiper
• Hideki Nakashima
• Akira Otaka
• Nobutaka Fujii

Publication/Presentation Date

4-21-2004

Abstract

Cyclic pentapeptides have been adopted as conformationally restricted peptide templates to dispose pharmacophores of bioactive peptides. In our recent study, use of two orthogonal cyclic pentapeptide libraries involving conformation-based and sequence-based libraries containing critical residues of a bioactive peptide led to the discovery of potent downsized peptides that possess activity comparable to that of the parent peptide. The present study demonstrates that a third library consisting of retro-enantiomers (retro-inverso peptides) that possess not only all residues with the opposite configuration to those in the corresponding original peptide but also amino acid sequences with reversed arrangement, is important as an alternative library for rationally finding active compounds.

Volume

2

Issue

8

First Page

1255

Last Page

1257

ISSN

1477-0520

Published In/Presented At

Tamamura, H., Mizumoto, M., Hiramatsu, K., Kusano, S., Terakubo, S., Yamamoto, N., Trent, J. O., Wang, Z., Peiper, S. C., Nakashima, H., Otaka, A., & Fujii, N. (2004). Topochemical exploration of potent compounds using retro-enantiomer libraries of cyclic pentapeptides. Organic & biomolecular chemistry, 2(8), 1255–1257. https://doi.org/10.1039/b401485p

Disciplines

Business Administration, Management, and Operations | Health and Medical Administration | Management Sciences and Quantitative Methods

PubMedID

15064805

Department(s)

Administration and Leadership

Document Type

Article