Synthesis and activity of new linear and cyclic peptide T derivatives

M Marastoni; S Salvadori; V Scaranari; S Spisani; E Reali; S Traniello; A Tomatis

Synthesis and activity of new linear and cyclic peptide T derivatives

Arzneimittelforschung. 1994 Sep;44(9):1073-6.

Authors

M Marastoni¹, S Salvadori, V Scaranari, S Spisani, E Reali, S Traniello, A Tomatis

Affiliation

¹ Department of Pharmaceutical Science, University of Ferrara, Italy.

PMID: 7986247

Abstract

Linear and head to tail cyclic hexapeptide analogs (Xaa-Thr-Thr-Asn-Tyr-Thr, Xaa = D-Asp or D-iso-Asp) of peptide T were prepared and tested for human monocyte chemotaxis. All new compounds showed significant bioactivity. In particular, the conformational restriction introduced into cyclo(-D-iso-Asp-Thr-Thr-Asn-Tyr-Thr-) was very suitable for CD4 receptor binding. The cyclic peptides also proved to be highly resistant to degradation by plasma or brain enzymes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
CD4 Antigens / metabolism
Chemical Phenomena
Chemistry, Physical
Chemotaxis, Leukocyte / drug effects
Chromatography, High Pressure Liquid
Cyclization
Half-Life
Humans
In Vitro Techniques
Molecular Sequence Data
Peptide T / analogs & derivatives
Peptide T / chemical synthesis*
Peptide T / pharmacology
Protein Conformation
Trifluoroacetic Acid

Substances

CD4 Antigens
Peptide T
Trifluoroacetic Acid