Helical Structures of Nylon-Like Oligomers Consisting of 1,2-Diamine and 1,2-Dicarboxylic Acid Building Blocks Containing a Five-Membered Ring Constraint

Sunglim Choi, Ilia A. Guzei, Younghun Kim, Philjae Kang, Soo Hyuk Choi

Research output: Contribution to journalArticlepeer-review

Abstract

A series of nylon-like oligomers was synthesized, which consisted of alternating cyclic 1,2-diamine and 1,2-dicarboxylic acid building blocks with a five-membered ring constraint. The nylon 2 4 oligomers are symmetric and display helical structures similar to the β-peptide 12-helix with intramolecular 12-membered ring hydrogen bonds. The cyclopentane moiety allows each building block to promote 12-helical folding. In addition, a tartaric acid derivative with the acetonide moiety increases the solubility of oligomers in common organic solvents and promotes helical folding.

Original languageEnglish
Pages (from-to)1069-1073
Number of pages5
JournalChemPlusChem
Volume86
Issue number8
DOIs
Publication statusPublished - 2021 Aug

Bibliographical note

Funding Information:
This study was supported by the National Research Foundation of Korea (NRF-2020R1F1 A1075279, NRF-2021R1 A2 C1013477). High-field NMR data were acquired at the Korea Basic Science Institute (Western Seoul). Bruker SMART APEX2 was purchased by UW-Madison Department of Chemistry with a portion of a generous gift from Paul J. and Margaret M. Bender.

Funding Information:
This study was supported by the National Research Foundation of Korea (NRF‐2020R1F1 A1075279, NRF‐2021R1 A2 C1013477). High‐field NMR data were acquired at the Korea Basic Science Institute (Western Seoul). Bruker SMART APEX2 was purchased by UW‐Madison Department of Chemistry with a portion of a generous gift from Paul J. and Margaret M. Bender.

Publisher Copyright:
© 2021 Wiley-VCH GmbH

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Helical Structures of Nylon-Like Oligomers Consisting of 1,2-Diamine and 1,2-Dicarboxylic Acid Building Blocks Containing a Five-Membered Ring Constraint'. Together they form a unique fingerprint.

Cite this