Cynthia L. Cwi

Solid-phase synthesis of unnatural amino acids using unactivated alkyl halides

Abstract Conditions were developed for the efficient alkylation of the resin-bound benzophenone imine of glycine with a variety of unreactive alkyl halides. Alkylations were accomplished at room temperature in NMP using the phosphazene-type base, BEMP.

Synthesis of reagents for the one step incorporation of hydrazide functionality onto the lysine residues of proteins, and their use as linkers for carbonyl containing molecules

Two new reagents, 1 and 2, were prepared for the one step incorporation of hydrazide functionality onto the lysine residues of proteins. Their utility as linking reagents was demonstrated by their use in the coupling of two model aldehydes, and the anticancer agent doxorubicin, to a monoclonal antibody.