New conformationally constrained Xxx-Pro bicyclic mimetics.

Autor: Cappelletti, Silvana, Pegna, Monica, Zaliani, Andrea, Pinori, Massimo
Zdroj: Letters in Peptide Science; Nov1995, Vol. 2 Issue 3/4, p161-164, 4p
Abstrakt: Conformationally constrained peptidomimetics of the Lys-Pro sequence have been obtained using a new polycyclic structure. Bicyclic compounds containing a dioxopiperazine-thiazolidine fused ring have been synthesised starting from N-lysyl-4-ethoxycarbonylthiazolidine-2-carboxylic acid. The carboxyl group in either position 2 or 4 of the thiazolidine ring was reacted with the N-terminal amino group, giving different regioisomers. NMR and computer modelling were used to study the configuration of isomers and the lysine side-chain orientation with respect to the pseudoproline ring. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index