Journal of the Chemical Society. Perkin transactions I p. 5 - 12 (1972)
Update date:2022-09-26
Topics: Synthesis Chromatography Peptide Synthesis Amino Acid Derivatives Peptide Bond Formation Polypeptides Sequential polypeptides
Hardy
Rydon
Thompson
The succinimidyl esters of mono-, di-, tri-, and tetra-γ-benzyl-D- glutamyl-L-leucine (VII; n = 1-4) have been prepared from the corresponding acids (V; n = 1-4), which were synthesised by the dicyclohexylcarbodi-imide method; the t-butoxycarbonyl group was used for amino-group protection and the 2-methylthioethyl ester group for carboxy-protection. Polymerisation of these esters gave satisfactory yields of the corresponding sequential polypeptides (I; n = 1-4) with molecular weights of between 11,000 and 31,000. Little racemisation (1-2%) accompanies the polymerisations, and the method is recommended as a procedure of choice for the synthesis of sequential polypeptides.
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