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Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate
Authors:Jean Michel Brunel  Chanaz Salmi  Yves Letourneux
Affiliation:Laboratoire Synthèse et Etude de Substances Naturelles à Activités Biologiques (SESNAB), IMRN INRA 1111, Faculté des Sciences et Techniques de St Jérôme, Université Paul Cézanne, Avenue Escadrille Normandie Niémen, 13397 Marseille cedex 20, France
Abstract:Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling of conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate.
Keywords:Peptides   Coupling   Amino acids   BOP   Fa-MET
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