Helical α/β-depsipeptides with alternating residue types

Conformational change from the 11-helix to the 14/15-helix

Jaeyeon Lee, Geunhyeok Jang, Philjae Kang, Moon-Gun Choi, Soo Hyuk Choi

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Short α/β-peptides that consist of alternating l-α-amino acids and trans-2-aminocyclopentanecarboxylic acid are known to adopt both 11- and 14/15-helical conformations in solution. We report short α/β-depsipeptides containing (S)-lactic acid as the third residue from the N-terminus. The α/β-depsipeptide pentamers and heptamers adopt 14/15-helical conformations analogous to the α-helix in the crystal state and display 14/15-helical conformations predominantly in solution.

Original languageEnglish
Pages (from-to)8438-8442
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number36
DOIs
Publication statusPublished - 2016 Jan 1

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Depsipeptides
helices
Conformations
Cycloleucine
lactic acid
peptides
amino acids
Lactic Acid
Amino Acids
Peptides
acids
Display devices
crystals
Crystals

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "Short α/β-peptides that consist of alternating l-α-amino acids and trans-2-aminocyclopentanecarboxylic acid are known to adopt both 11- and 14/15-helical conformations in solution. We report short α/β-depsipeptides containing (S)-lactic acid as the third residue from the N-terminus. The α/β-depsipeptide pentamers and heptamers adopt 14/15-helical conformations analogous to the α-helix in the crystal state and display 14/15-helical conformations predominantly in solution.",
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Helical α/β-depsipeptides with alternating residue types : Conformational change from the 11-helix to the 14/15-helix. / Lee, Jaeyeon; Jang, Geunhyeok; Kang, Philjae; Choi, Moon-Gun; Choi, Soo Hyuk.

In: Organic and Biomolecular Chemistry, Vol. 14, No. 36, 01.01.2016, p. 8438-8442.

Research output: Contribution to journalArticle

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AU - Lee, Jaeyeon

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AU - Choi, Moon-Gun

AU - Choi, Soo Hyuk

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