posted on 2021-07-07, 15:14authored bySanjay Gaire, Briana R. Schrage, Christopher J. Ziegler
An
organometallic complex that mimics an amino acid, also known
as an amino acid isostere, can be synthesized from a functionalized
bipyridine ligand and a fac-[Re(CO)3]+ center. The reaction of an achiral ligand and metal results
in a racemic mixture of chiral-at-metal complexes. These metal species
have amine and carboxy termini, a side chain type unit that can be
varied, as well as the chiral metal that is analogous to the α
carbon of an amino acid. The racemic mixtures can be separated into
enantiomers by chiral chromatography, and the metal complexes can
be incorporated into peptides by using solid-phase peptide synthesis.