Peptide T is an octapeptide (H-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-OH) based on a consensus sequence that has been identified in HIV proteins. Two conformationally-restricted analogues of peptide T fragment (H-Thr-Thr-Asn-Tyr-Thr-OH) were synthesized by cyclisation of the N-terminal amino group of Thr to the α- or β-carboxyl moiety of Asp introduced at the C-terminus of the peptide. The cyclo Thr-Thr-Asn-Tyr-Thr-Asp(OH) (Cα) showed high in vitro chemotactic activity, whereas the conformational restriction introduced into Thr-Thr-Asn-Tyr-Thr-Asp-OH was incompatible with the CD4 receptor. The cyclic analogue Cα was more active than its ester and the open-chain reference compound H-Thr-Thr-Asn-Tyr-Thr-Asp-OH. It also proved to be highly resistant to degradation by plasma or brain enzymes. © 1992.

A CYCLIC PEPTIDE T ANALOGUE WITH HIGH CHEMOTACTIC ACTIVITY

MARASTONI, Mauro;SALVADORI, Severo;BALBONI, Gianfranco;SPISANI, Susanna;REALI, Eva;GIULIANI, Anna Lisa;TOMATIS, Roberto
1992

Abstract

Peptide T is an octapeptide (H-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-OH) based on a consensus sequence that has been identified in HIV proteins. Two conformationally-restricted analogues of peptide T fragment (H-Thr-Thr-Asn-Tyr-Thr-OH) were synthesized by cyclisation of the N-terminal amino group of Thr to the α- or β-carboxyl moiety of Asp introduced at the C-terminus of the peptide. The cyclo Thr-Thr-Asn-Tyr-Thr-Asp(OH) (Cα) showed high in vitro chemotactic activity, whereas the conformational restriction introduced into Thr-Thr-Asn-Tyr-Thr-Asp-OH was incompatible with the CD4 receptor. The cyclic analogue Cα was more active than its ester and the open-chain reference compound H-Thr-Thr-Asn-Tyr-Thr-Asp-OH. It also proved to be highly resistant to degradation by plasma or brain enzymes. © 1992.
1992
Marastoni, Mauro; Salvadori, Severo; Balboni, Gianfranco; Scaranari, V.; Spisani, Susanna; Reali, Eva; Giuliani, Anna Lisa; Tomatis, Roberto
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/461782
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