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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/120/01/0163-0173

    • Keywords

       

      Protecting groups; amino acids; peptide synthesis; hydroxy residues.

    • Abstract

       

      Propargyloxycarbonyl group is used as a protecting group for the hydroxyl groups of serine, threonine and tyrosine. The propargyloxycarbonyl derivatives of these hydroxy amino acids are stable to acidic and basic reagents commonly employed in peptide synthesis. The deprotection of the 𝑂-Poc derivatives using tetrathiomolybdate does not affect commonly used protecting groups such as 𝑁-Boc, 𝑁-Cbz, 𝑁-Fmoc, methyl and benzyl esters. The di- and tripeptides synthesized using 𝑂-Poc derivatives of serine, threonine and tyrosine are stable, isolable compounds and give the hydroxy peptides in good yields when treated with tetrathiomolybdate.

    • Author Affiliations

       

      Ramapanicker Ramesh1 Kavita De1 Shipra Gupta1 Srinivasan Chandrasekaran2

      1. Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012
      2. Jawaharlal Nehru Centre for Advanced Scientific Research, Bangalore 560 064

    • Dates

       
      Published
      January 2008

  • Journal of Chemical Sciences | News

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