Solid phase process for synthesizing peptides

Details Solid phase process for synthesizing peptides Solid phase process for synthesizing peptides

C - Chemistry, Metallurgy

07

K

530/7.1

C07K 7/00 (2006.01) C07K 1/04 (2006.01) C07K 7/10 (1985.01)

Patent

CA 1271300

SOLID PHASE PROCESS FOR SYNTHESIZING PEPTIDES ABSTRACT OF THE DISCLOSURE Thymosin .alpha.1 and other peptide amides are synthesized in the solid phase using methylbenzhydrylamine resin as the support and hydrogen bromide as the deprotecting and cleaving agents. The N-terminal 14 amino acid partial sequence of thymosin .alpha.1, Ac-Ser-Asp-Ala-Ala-Val-Asp-Thr-Ser-Ser-Glu- Ile-Thr-Thr-Lys-OH is synthesized on benzyl ester resin. Using a mixture of hydrogen bromide, anisole and thioanisole as the cleavage and deprotection composition, the yields of the cleaved peptide and the selectivity of the deprotection is highly improved. For example, yields of thymosin .alpha.1 have been increased by about 90% as compared to the use of hydrogen bromide alone. By using hydrogen bromide rather than hydrogen fluoride, the synthesis can use conventional laboratory glassware and the synthesis can be easily scaled up to commercial production.

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