b-depsipeptides: synthesis and structural studies

Yogesh R Mahajan, Ramanathan Senthilkumar, Magnus Rueping, Dieter Seebach

Research output: Chapter in Book/Report/Conference proceedingConference contributionpeer-review

Abstract

b3-Heptadepsipeptides with the hydroxybutanoic acid unit at various positions in the peptidic sequence were synthesized in soln. using Boc-protection and/or Z-protection. DCC/DMAP or EDC/DMAP coupling conditions were used for the ester bond formation and EDC/HOBt for the amide bonds. Structural investigations by CD and NMR spectroscopy point to the importance of the contribution of hydrogen bonds on the stability of the 314-helix over that of the b-amino acid residue's backbone. [on SciFinder (R)]
Original languageEnglish (US)
Title of host publicationb-depsipeptides: synthesis and structural studies
Place of PublicationLaboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz
Number of pages2
StatePublished - 2002
Externally publishedYes

Publication series

NamePeptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002

Keywords

  • ACID
  • ACIDS
  • AMIDE
  • BOND
  • Chemical
  • ESTER
  • NMR
  • NMR Spectroscopy
  • NMR-SPECTROSCOPY
  • PEPTIDE
  • PROTEIN
  • Peptides
  • Proteins
  • SEQUENCE
  • SPECTROSCOPY
  • STABILITY
  • Structural
  • Synthesis
  • beta depsipeptide synthesis structure

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