SYNTHESIS OF α‐ AND β‐MELANOCYTE STIMULATING HORMONES*

YOUNG C.S. YANG, VICTOR J. HRUBY, CHRISTOPHER B. HEWARD, MAC E. HADLEY

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

The solid phase synthesis of α‐melanocyte stimulating hormone (α‐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 hydrogen fluoride at 0 in the presence of carbonium ion scavengers. The solid phase synthesis of the C‐terminal carboxylate hormone, porcine β‐melanocyte stimulating hormone (βp‐MSH), using a 1% cross‐linked Merrifield resin and the same side chain protecting groups as in the α‐MSH synthesis also is presented. Purification of both peptides was carried out by conventional chromatographic techniques. Both hormones were fully active and βp‐MSH was slightly more potent than previously reported in the literature.

Original languageEnglish (US)
Pages (from-to)130-138
Number of pages9
JournalInternational journal of peptide and protein research
Volume15
Issue number2
DOIs
StatePublished - Feb 1980

Keywords

  • benzhydrylamine resin
  • melanocyte stimulating hormone (MSH)
  • peptide hormones
  • solid phase methods

ASJC Scopus subject areas

  • Biochemistry

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