Synthesis and biological evaluation of a novel pyroglutamyl-modified TRH analogue.

Abstract

The TRH analogue 3, incorporating the (S)-isothiazolidine-1,1-dioxide-3-carboxylic acid (1) moiety in place of the native L-pyroglutamic acid (pGlu) residue, has been synthesized and fully characterized by 1H and 13C NMR. The effects of replacing pGlu with its sulphonamido counterpart on biological activity have been investigated. This peptide, which is significantly stabilized towards hydrolysis by pyroglutamyl peptidase type I (PP I, EC 3.4.19.3), has shown to maintain in vitro prolactin-releasing activity.

Cite this paper

@article{Brunetti2002SynthesisAB, title={Synthesis and biological evaluation of a novel pyroglutamyl-modified TRH analogue.}, author={Luigi Brunetti and Ivana Cacciatore and Antonio Di Stefano and Silvestro Dupr{\'e} and Alessandra Giorgi and Grazia Luisi and Barbara Michelotto and Giustino Orlando and Francesco Pinnen and Lucia Recinella and Piera Sozio and Alessandra Spirito}, journal={Farmaco}, year={2002}, volume={57 6}, pages={479-86} }