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Article Dans Une Revue Green Chemistry Année : 2013

Environmentally benign peptide synthesis using liquid-assisted ball-milling: application to the synthesis of Leu-enkephalin†

Résumé

This paper describes an original methodology for peptide bond synthesis avoiding toxic solvents and reactants. Ball-milling stoichiometric amounts of Boc-protected α-amino acid N-carboxyanhydrides (Boc-AA-NCA) or Boc-protected α-amino acid Nhydroxysuccinimide esters (Boc-AA-OSu) with α-amino acid alkyl ester salts in the presence of NaHCO3 and a minimal quantity of EtOAc led to the production of di- to pentapeptides in an efficient and environmentally benign manner. This approach was successfully applied to the synthesis of Leu-enkephalin.

Domaines

Chimie organique
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Dates et versions

hal-00820792 , version 1 (14-06-2021)

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Julien Bonnamour, Thomas-Xavier Metro, Jean Martinez, Frederic Lamaty. Environmentally benign peptide synthesis using liquid-assisted ball-milling: application to the synthesis of Leu-enkephalin†. Green Chemistry, 2013, 15, pp.1116-1120. ⟨10.1039/c3gc40302e⟩. ⟨hal-00820792⟩
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