N-alpha-2-mercaptobenzylamine-assisted chemical ligation

Academic Article
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publication date

  • January 2000

abstract

  • [reaction: see text] The selective formation of an amide bond in the presence of unprotected functional groups is a challenging problem of peptide chemistry. A 2-mercaptobenzyl group tethered at the N-terminus of model peptides was observed to facilitate amide bond formation when a peptide thioester was added under mild aqueous conditions.