Facile rhenium–peptide conjugate synthesis using a one-pot derived Re(CO)3 reagent

Abstract

We have synthesized two Re(CO)₃-modified lysine complexes (1 and 2), where the metal is attached to the amino acid at the N_ε position, via a one-pot Schiff base formation reaction. These compounds can be used in the solid phase synthesis of peptides, and to date we have produced four conjugate systems incorporating neurotensin, bombesin, leutenizing hormone releasing hormone, and a nuclear localization sequence. We observed uptake into human umbilical vascular endothelial cells as well as differential uptake depending on peptide sequence identity, as characterized by fluorescence and rhenium elemental analysis.