Riassunto
Vengono schematicamente descritte le sintesi di una serie di peptidi analoghi della ceruleina, e vengono riportate le loro attivitá biologiche. Segue una breve discussione sui rapporta fra attività e struttura.
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Letiratur
A. Anastasi, L. Bernardi, G. Bertaccini, G. Bosisio, R. de Castiglione, V. Erspamer, O. Goffredo andM. Impicciatore, Experientia24, 771 (1968).
All the amino acids, unless otherwise stated, have the L-configuration. The following abbreviations are used throughout this paper: Boc,t-butyloxycarbonyl; Tfa, trifluoroacetyl;
, tirosine-O-sulphate;m-Tyr,m-tyrosine; 3 Cl. Tyr, 3-chlorotyrosine; 3, 5-Br2-Tyr, 3,5-dibromo-tyrosine; Ocy, p-hydroxycynnamic acid; Opp,p-hydroxyphenylpropionic acid;
;
,p-sulphonamido phenylalanine; DMF, dimethylformamide; THF, tetrahydrofuran; OMe, methyl ester; OEt, ethyl ester; ONp,p-nitro-phenylester; OSu, N-hydroxysuccinimidyl ester.L. Bernardi, G. Bosisio, R. de Castiglione andO. Goffredo, Experientia23, 700 (1967).
L. Bernardi, G. Bosisio, R. de Castiglione andO. Goffredo, Experientia25, 7 (1969).
R. de Castiglione andO. Goffredo, Farmaco, Ed. sci.24, 655 (1969). Unsulphated product: the product was then sulphated in the usual manner.
R. de Castiglione, Farmaco, Ed. sci.24, 644 (1969).
The unsulphated product is reported: the sulphation was carried out in the usual manner, and the N-Tfa group removed by treatment in DMF with conc. NH4OH. The product was purified by elution from DEAE-Sephadex (OH-) with 0.35–1M (NH4)2CO3 buffer and deoinized on Amberlite CG-50 (H+).
A. Agosti, F. Orlandini andR. de Castiglione, Experientia27, 412 (1971).
M. Davey, A. H. Laird andJ. S. Morley, J. chem. Soc. (C)1966, 555.
J. S. Morley, Proc. 8th Europ. Peptide Symposium, Noordwijkon-Sea, The Netherlands, September 1966 (North Holland Publishing Co.), Amsterdam 1967 p. 226.
This work was in part supported by grants from the Consiglio Nazionale delle Ricerche, Roma.
, tirosine-O-sulphate;m-Tyr,m-tyrosine; 3 Cl. Tyr, 3-chlorotyrosine; 3, 5-Br2-Tyr, 3,5-dibromo-tyrosine; Ocy, p-hydroxycynnamic acid; Opp,p-hydroxyphenylpropionic acid;
;
,p-sulphonamido phenylalanine; DMF, dimethylformamide; THF, tetrahydrofuran; OMe, methyl ester; OEt, ethyl ester; ONp,p-nitro-phenylester; OSu, N-hydroxysuccinimidyl ester.Author information
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Bernardi, L., Bertaccini, G., Bosisio, G. et al. Synthetic peptides related to caerulein. Note 2. Experientia 28, 7–9 (1972). https://doi.org/10.1007/BF01928229
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DOI: https://doi.org/10.1007/BF01928229