Preparation of peptide thioesters using Fmoc strategy through hydroxyl side chain anchoring - Archive ouverte HAL
Article Dans Une Revue Tetrahedron Letters Année : 2008

Preparation of peptide thioesters using Fmoc strategy through hydroxyl side chain anchoring

Dominique Lelièvre
  • Fonction : Auteur
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P. Barta
  • Fonction : Auteur
Vincent Aucagne
A.F. Delmas

Résumé

In the course of the chemical synthesis of human protein mitogaligin, we present here a simple method to prepare peptide thioesters using Fmoc chemistry. The hydroxyl side chain of serine was reacted with a trichloroacetimidate Wang resin to anchor it on solid phase. After peptide elongation and orthogonal unmasking of the C-terminus, the amino thioester was introduced under optimized conditions to avoid epimerization.

Dates et versions

hal-00518141 , version 1 (16-09-2010)

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Citer

Dominique Lelièvre, P. Barta, Vincent Aucagne, A.F. Delmas. Preparation of peptide thioesters using Fmoc strategy through hydroxyl side chain anchoring. Tetrahedron Letters, 2008, 49 (25), pp.4016-4019. ⟨10.1016/j.tetlet.2008.04.087⟩. ⟨hal-00518141⟩
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