Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides |
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| Authors: | Berrée Fabienne Chang Kieyoung Cobas Agustín Rapoport Henry |
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| Institution: | Department of Chemistry, University of California, Berkeley, California 94720. |
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| Abstract: | A process has been developed for transforming the beta-carboxyl of aspartate and the gamma-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal. |
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