Macromolecular Rapid Communications, Vol.28, No.11, 1243-1250, 2007
Poly(amidoamine)s with 2-dithiopyridine side substituents as intermediates to peptide-polymer conjugates
Cystamine, when employed as a cross-linking agent, leads to poly(amidoamine) networks, which on reaction with 2,2-dithiodipyridine turn into linear poly(amidoamine)s with side dithiopyridyl groups that easily undergo exchange reactions with reduced L-glutathione, a model thiol-containing biologically active peptide. The resultant products represent the first examples of soluble poly(amidoamine)-peptide conjugates in which the peptide moieties are linked to the polymer chain by S-S bonds stable in blood, but cleavable inside cells.
Keywords:biocompatibility;biodegradable;disulfide-containing polymers;functionalization of polymers;poly(amidoamine)s;polymer-peptide conjugates