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Selenocysteine-mediated backbone cyclization of unprotected peptides followed by alkylation, oxidative elimination or reduction of the selenol.
Journal article

Selenocysteine-mediated backbone cyclization of unprotected peptides followed by alkylation, oxidative elimination or reduction of the selenol.

  • Quaderer R Laboratory of Organic Chemistry, Swiss Federal Institute of Technology, ETH-Hönggerberg, CH-8093 Zürich, Switzerland.
  • Hilvert D
  • 2003-01-04
Published in:
  • Chemical communications (Cambridge, England). - 2002
Alkylation
Amino Acid Sequence
Cyclization
Molecular Sequence Data
Oxidation-Reduction
Peptides
Selenium Compounds
Selenocysteine
English An unprotected 16 residue peptide containing a C-terminal thioester and an N-terminal selenocysteine residue efficiently cyclizes in the presence of thiophenol; subsequent reduction, elimination or alkylation of the selenol yields modified cyclic peptides with alanine, dehydroalanine or a non-natural amino acid at the site of ligation.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://sonar.ch/global/documents/52541
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