Synthesis of α‐MSH fragments containing phenylalanine mustard for receptor studies

H. SÜLI‐VARGHA, J. BOTYÁNSZKI, H. MEDZIHRADSZKY‐SCHWEIGER, K. MEDZIHRADSZKY

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Abstract

For chemical affinity labeling of the melanotropin receptor several α‐MSH fragments containing phenylalanine mustard were synthesized in solution. Tested in the frog skin bioassay the derivatives roughly preserved the biological activity of the corresponding natural sequences. Alkylating peptides with prolonged biological activity containing phenylalanine mustard in place of arginine, phenylalanine or methionine are inhibitors of α melanotropin, suggesting an irreversible binding to reactive nucleophiles on the part of the MSH receptor, where the Met‐Glu‐His‐Phe‐Arg sequence is attached.

Original languageEnglish
Pages (from-to)308-315
Number of pages8
JournalInternational journal of peptide and protein research
Volume36
Issue number3
DOIs
Publication statusPublished - Sep 1990

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Keywords

  • affinity labeling
  • inhibition
  • phenylalanine mustard
  • synthesis
  • α‐MSH

ASJC Scopus subject areas

  • Biochemistry

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