Facile rhenium–peptide conjugate synthesis using a one-pot derived Re(CO)3 reagent. Issue 11 (10th February 2016)

• Record Type: Journal Article
• Authors: Chanawanno, Kullapa; Kondeti, Vinay; Caporoso, Joel; Paruchuri, Sailaja; Leeper, Thomas C.; Herrick, Richard S.; Ziegler, Christopher J.
• Is Part Of: Dalton transactions. Volume 45:Issue 11(2016)
• Page Start: 4729
• Page End: 4735
• Publication Date: 2016-02-10
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c5dt04694g
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : The Re(CO)3 -modified lysine complexes1 and2 were synthesized via a one-pot Schiff base reaction and can be used in SPPS to produce Re(CO)3 -peptide bioconjugates. Abstract : We have synthesized two Re(CO)3 -modified lysine complexes (1 and2 ), 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.