Synthesis and activity of new linear and cyclic peptide T derivatives.
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.
Marastoni
M
M
Department of Pharmaceutical Science, University of Ferrara, Italy.
Salvadori
S
S
Scaranari
V
V
Spisani
S
S
Reali
E
E
Traniello
S
S
Tomatis
A
A
D000595:Amino Acid Sequence; D015704:CD4 Antigens / Q000378:metabolism; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002634:Chemotaxis, Leukocyte / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D006207:Half-Life; D006801:Humans; D066298:In Vitro Techniques; D008969:Molecular Sequence Data; D015717:Peptide T / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D011487:Protein Conformation; D014269:Trifluoroacetic Acid
D015704:CD4 Antigens; D015717:Peptide T; D014269:Trifluoroacetic Acid