The Importance of the peptide bond at position 2 in HCO-Met-Leu-Phe-OMe analogues as shown by studies on human neutrophils

Giorgio Cavicchioni, Angela Breveglieri, Marisa Boggian, Gianni Vertuani, Eva Reali, Susanna Spisani

Research output: Contribution to journalArticle

Abstract

The formylpeptides formyl-methionyl-N-methylleucyl-phenylalanine methyl ester [for-Met-(NMe)Leu-Phe-OMe] 1, formyl-methionyl-2-aminotetralin-2-carboxyl-phenylalanine methyl ester [for-Met-Atc-Phe-OMe] 2, formyl-methionyl-1,2,3,4-tetrahydroisoquinoline-3-carboxyl-phenylalanine methyl ester [for-Met-Tic-Phe-OMe] 3 and formyl-methionyl-2-aminoxy-4-methylvaleryl-phenylalanine methyl ester [for-Met-OLeu-Phe-OMe] 4 were synthesized in order to investigate the role of the amide bond at position 2 on biological activities on human neutrophils. Only analogue 2, which keeps the NH group at position 2, was found to retain activity though sterically encumbered.

Original languageEnglish
Pages (from-to)135-140
Number of pages6
JournalJournal of Peptide Science
Volume2
Issue number3
Publication statusPublished - May 1996

Keywords

  • Chemotaxis
  • Human neutrophils
  • Lysozyme release
  • N-formylmethionyl peptides
  • Superoxide anion generation

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Analytical Chemistry

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  • Cite this

    Cavicchioni, G., Breveglieri, A., Boggian, M., Vertuani, G., Reali, E., & Spisani, S. (1996). The Importance of the peptide bond at position 2 in HCO-Met-Leu-Phe-OMe analogues as shown by studies on human neutrophils. Journal of Peptide Science, 2(3), 135-140.