Accession Number:

AD0836120

Title:

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

Descriptive Note:

Corporate Author:

ARMY BIOLOGICAL LABS FREDERICK MD

Personal Author(s):

• Hugenin, R. L.
• Boissonnas, R. A.

Report Date:

1963-09-01

Pagination or Media Count:

31.0

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-Tyr2-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