Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides
- 1 January 1996
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 61 (2) , 715-721
- https://doi.org/10.1021/jo951754c
Abstract
A process has been developed for transforming the β-carboxyl of aspartate and the γ-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.Keywords
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