Two analogs of chemotactic peptideN-formyl-l-methionyl-l-leucyl-l-phenylalanine were examined for their capacity to activate several functions of human neutrophils. The C-terminus methyl ester derivative of the chemotactic peptide was found to possess strong biological activity and was able to induce levels of chemotaxis, enzyme secretion, and Superoxide generation comparable to those observed with the same concentrations ofN-formyl-l-methionyl-l-leucyl-l-phenylalanine. The analog containing atert-butyloxycarbonyl group at the N-terminus, as well as the C-terrninal methyl ester, was completely devoid of activity towards neutrophils. From these results, it appears that the free carboxyl group is not necessary for biological function. In contrast, the substituent at the N-terminus may play a critical role in the induction of the cellular response.
This is a preview of subscription content, log in to check access.
Buy single article
Instant access to the full article PDF.
Price includes VAT for USA
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
This is the net price. Taxes to be calculated in checkout.
Showell, H. J., R. J. Freer, S. H. Zigmond, E. Schiffmann, S. Aswanikumar, B. A. Corcoran, andE. L. Becker. 1976. The structure activity relations of synthetic peptides as chemotactic factors and inducers of lysosomal enzyme secretion for neutrophils.J. Exp. Med. 143:1154–1169.
Becker, E. L., M. Sigman, andJ. M. Oliver. 1979. Superoxide production induced in rabbit polymorphonuclear leukocytes by synthetic chemotactic peptides and A23187.Am. J. Pathol. 95:81–89.
Wilkinson, P. C. 1979. Synthetic peptide chemotactic factors for neutrophils: The range of active peptide, their efficacy and inhibitory activity, and susceptibility of the cellular response to enzyme and bacterial toxins.Immunology 36:579–588.
Ho, P. P., A. L. Young, andG. L. Southard. 1978. Chemotactic response of human blood monocytes and inhibition of gold compounds.Arthritis Rheum. 21:133–136.
Freer, R. T., A. R. Day, J. A. Radding, E. Schiffmann, S. Nikumar, H. J. Showell, andE. L. Becker. 1980. Further studies on the structural requirements for synthetic peptide.Biochemistry 19:2404–2410.
Freer, R. J., A. R. Day, N. Muthukumaraswamy, D. Pinon, A. Wu, H. J. Showell, andE. L. Becker. 1982. Formyl peptide chemoattractants: A model of the receptor on rabbit neutrophils.Biochemistry 21:257–263.
Spisani, S., C. Marangoni, andS. Traniello. 1984. Effect of antiinflammatory drugs on leukocyte Superoxide production by soluble and paniculate stimuli.Biochem. Int. 9:1–8.
Spisani, S., E. Vincenzi, S. Traniello, G. P. Pollini, andA. Barco. 1982. Synthetic prostaglandin analog: In vitro studies on human neutrophils.Immunopharmacology 4:323–330.
Tognolo, C., G. M. Bonora, H. Showell, R. J. Freer, andE. L. Becker. 1984. Structural requirements for formyl homooligopeptide chemoattractants.Biochemistry 23:698–704.
Zigmond, S. H., andJ. G. Hirsch. 1973. Leukocyte locomotion and chemotaxis: New methods for evaluation and demonstration of a cell derived chemotactic factor.J. Exp. Med. 137:387–410.
Spisani, S., C. Marangoni, L. Dovigo, andS. Traniello. 1984. Effect of antiinflammatory agents on neutrophil Superoxide production in rheumatoid arthritis.Inflammation 8:45–52.
Schneider, R. C., R. Gennaro, G. De Nicola, andD. Romeo. 1978. Secretion of granule enzyme from alveolar macrophages.Exp. Cell. Res. 112:249–256.
Showell, H. J., D. Williams, E. L. Becker, P. H. Naccache, andR. Sha'afi. 1979. Desensitization and deactivation of the secretory responsiveness of rabbit neutrophils induced by the chemotactic peptide, formyl-methionyl-leucyl-phenylalanine.J. Reticul. Soc. 25:139–150.
Spisani, S., andS. Traniello. 1979. Effect of mediators of inflammation on human neutrophil motility.In Advances in Inflammation Research, Vol. 1. G. Weissman, B. Samuelsson, and R. Paoletti, Editors. Raven Press, New York, 237–245.
Van Epps, D. E., andR. Williams. 1976. Suppression of leukocyte chemotaxis by human IgA myeloma components.J. Exp. Med. 144:1227–1242.
Keller, H. U., S. Barandun, P. Kistler, andJ. Ploem. 1979. Locomotion and adhesion of neutrophil granulocytes: Effects of albumin, fibrinogen, and globulins studied by reflexion contrast microscopy.Exp. Cell. Res. 122:351–362.
Aswanikumar, S., E. Schiffman, B. A. Corcoran, C. B. Pert, J. L. Morell, andE. Gross. 1978. Antibiotic and peptides with agonist and antagonist chemotactic activity.Biochem. Biophys. Res. Commun. 80:464–471.
Marasco, W. A., H. J. Showell, andE. L. Becker. 1981. Substance P binds to the formylpeptide chemotaxis receptor on the rabbit neutrophil.Biochem. Biophys. Res. Commun. 99:1065–1072.
About this article
Cite this article
Spisani, S., Cavalletti, T., Gavioli, R. et al. Response of human neutrophils to formyl-peptide modified at the terminal amino and carboxyl groups. Inflammation 10, 363–369 (1986). https://doi.org/10.1007/BF00915820
- Internal Medicine