SYNTHESIS OF ALPHA-MELANOCYTE AND BETA-MELANOCYTE STIMULATING HORMONES

  • 1 January 1980
    • journal article
    • research article
    • Vol. 15 (2), 130-138
Abstract
The solid phase synthesis of .alpha.-melanocyte stimulating hormone (.alpha.-MSH) using the benzhydrylamine resin and a number of recently described side chain protecting groups is given. The carboxamide terminal peptide was obtained directly by treatment of the peptide resin with liquid HF at 0.degree. in the presence of carbonium ion scavengers. The solid phase synthesis of the C-terminal carboxylate hormone, porcine .beta.-melanocyte stimulating hormone (.beta.p-MSH), using a 1% cross-linked Merrifield resin and the same side chain protecting groups as in the .alpha.-MSH synthesis also is presented. Purification of both peptides was carried out by conventional chromatographic techniques. Both hormones were fully active and .beta.p-MSH was slightly more potent than previously reported in the literature.