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Issue 22, 2002
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Selenocysteine-mediated backbone cyclization of unprotected peptides followed by alkylation, oxidative elimination or reduction of the selenol

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Abstract

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.

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Publication details

The article was received on 27 Aug 2002, accepted on 09 Oct 2002 and first published on 22 Oct 2002


Article type: Communication
DOI: 10.1039/B208288H
Citation: Chem. Commun., 2002, 2620-2621
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    Selenocysteine-mediated backbone cyclization of unprotected peptides followed by alkylation, oxidative elimination or reduction of the selenol

    R. Quaderer and D. Hilvert, Chem. Commun., 2002, 2620
    DOI: 10.1039/B208288H

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