Evidence for the bioactive conformation in a cyclic hexapeptide analogue of somatostatin containing a cis-peptide bond mimic

N-methyl-α-benzyl-o-aminomethylphenylacetic acid was incorporated into a cyclic somatostatin analogue in order to mimic a cis-peptide bond configuration. The high biological potency of one of the isomers of the cyclic peptide strongly argues in favour of the proposed cis-configuration of the peptide...

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Veröffentlicht in:Biochemical and biophysical research communications 1988-07, Vol.154 (2), p.515-521
Hauptverfasser: Elseviers, M., Van Der Auwera, L., Pepermans, H., Tourwé, D., Van Binst, G.
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Sprache:eng
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Zusammenfassung:N-methyl-α-benzyl-o-aminomethylphenylacetic acid was incorporated into a cyclic somatostatin analogue in order to mimic a cis-peptide bond configuration. The high biological potency of one of the isomers of the cyclic peptide strongly argues in favour of the proposed cis-configuration of the peptide bond at that position in the parent peptide. This represents the first cis-peptide bond mimic which has high biological activity.
ISSN:0006-291X
1090-2104
DOI:10.1016/0006-291X(88)90170-2