Accession Number : AD0836120

Title :   SYNTHESIS OF (N-METHYL-TYR)(2) OXYTOCIN,

Corporate Author : ARMY BIOLOGICAL LABS FREDERICK MD

Personal Author(s) : Hugenin, R. L. ; Boissonnas, R. A.

Report Date : SEP 1963

Pagination or Media Count : 31

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)

Descriptors :   (*PITUITARY HORMONES, SYNTHESIS(CHEMISTRY)), ENZYME INHIBITORS, PEPTIDES, CHROMATOGRAPHIC ANALYSIS, ELECTROPHORESIS, TYROSINE, AMIDES, AMINO ACIDS, SWITZERLAND.

Subject Categories : Biochemistry
      Pharmacology

Distribution Statement : APPROVED FOR PUBLIC RELEASE