Abstract
The syntheses of a tridecapeptide corresponding to the amino acid sequence of dynorphin [1-13], H-Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys-OH, and related truncated peptides, [4-13], [8-11], and [8-13], using the 4-methoxy-2, 6-dimethylbenzenesulfonyl (Mds) group for the protection of the guanidino function of arginine, are described. To synthesize dynorphin [1-13], three fragments, 1-3, 4-10, and 11-13, were prepared and used as building blocks for the final construction of the amino acid sequence of this peptide. Final deprotection of the fully protected peptide was achieved by treatment with trifluoroacetic acid-thioanisole at 50°C for 2 h and the purification of this synthetic peptide was effected by column chromatography on CM-cellulose. Other truncated peptides, [4-13], [8-11], and [8-13], were synthesized in the same manner as described for dynorphin [1-13]. The applicability of the Mds protecting group for the synthesis of arginine-containing peptides was confirmed.
