SYNTHESIS OF (N-METHYL-TYR)(2) OXYTOCIN,
Abstract
Different methods have been investigated for the preparation of N-CBO-S-bensyl-L-cysteinyl-N-methyl-L-tyrosyl-L-isoleucine. Condensation of the protected tripeptide with L-glytaminyl-L-asparaginyl-S-benzyl-L-cysteinyl-L-protyl-L-leucyl glycinamide affords N-CBO-S-benzyl-L-cysteinyl-N-methyl-tyrosyl L-isoleucul-L-glutaminyl-L-asparaginyl-S-benxyl-L-cysteinyl; L-protyl-L-leucyl-gylcinamide. Cleavage of the protecting groups of the resulting nonapeptide with sodium in liquid ammonia, oxidation with air in dilute aqueous solution and purification by counter-current distribution gives the desired cyclic nonapeptide amide: (N-methyl-Tyr)(2)-oxytocin. This exhibits less than one per cent of the oxytocic potency of oxytocin. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Sep 01, 1963
- Accession Number
- AD0836120
Entities
People
- R. A. Boissonnas
- R. L. Hugenin
Organizations
- United States Army Biological Warfare Laboratories