Di-oxanipecotic acids as more stable turn motifs than di-nipecotic acids

Bong Hyeon Baek, Myung Ryul Lee, Kwang Yon Kim, Ung In Cho, Doo Wan Boo, Injae Shin

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

The folded structures of peptidomimetics containing dimers of oxanipecotic acid (Oxa) in loop segments were characterized and compared with those of the corresponding nipecotic acid (Nip)-based ones. According to structural studies using FT-IR and NMR spectroscopies, di-oxanipecotic acid adopted more stable turn conformations than di-nipecotic acid, and for tetramers, L,(S)-Oxa,(S)-Oxa,L and L,(S)-Oxa,(R)-Oxa,L formed hairpin-like structures but only L,(R)-Nip,(S)-Nip,L promoted the stable folded conformations.

Original languageEnglish
Pages (from-to)3447-3450
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number17
DOIs
Publication statusPublished - 2003 Apr 21

Bibliographical note

Funding Information:
This work was supported by a grant of the Center for Integrated Molecular Systems (KOSEF). We thank Dr. Yong Jun Chung for several helpful discussions concerning IR studies.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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