Literature DB >> 24073852

Synthesis of peptide thioacids at neutral pH using bis(2-sulfanylethyl)amido peptide precursors.

Silvain L Pira1, Emmanuelle Boll, Oleg Melnyk.   

Abstract

Reaction of bis(2-sulfanylethyl)amido (SEA) peptides with triisopropylsilylthiol in water at neutral pH yields peptide thiocarboxylates. An alkylthioester derived from β-alanine was used to trap the released bis(2-sulfanylethyl)amine and displace the equilibrium toward the peptide thiocarboxylate.

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Year:  2013        PMID: 24073852     DOI: 10.1021/ol402601j

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

Review 1.  Phenylthiocarbamate or N-carbothiophenyl group chemistry in peptide synthesis and bioconjugation.

Authors:  Oleg Melnyk; Nathalie Ollivier; Soizic Besret; Patricia Melnyk
Journal:  Bioconjug Chem       Date:  2014-03-28       Impact factor: 4.774

  1 in total

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