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The Importance of the Peptide Bond at Position 2 in HCO-Met-Leu-Phe-OMe Analogues as shown by Studies on Human Neutrophils

✍ Scribed by Giorgio Cavicchioni; Angela Breveglieri; Marisa Boggian; Gianni Vertuani; Eva Reali; Susanna Spisani


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
454 KB
Volume
2
Category
Article
ISSN
1075-2617

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✦ Synopsis


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.