Synthesis, resolution and characterization of ring substituted phenylalanines and tryptophans.

Abstract

Experimental protocols have been developed for the synthesis and resolution of numerous ring substituted phenylalanines and tryptophans in half mole quantities. Physical constants on these amino acids are given and their behavior on ion exchange supports (amino acid analyzer and post column ortho-phthalaldehyde derivatization) as well as that of some selected N-methylated amino acids is described. Those amino acids were then derivatized (N alpha-protection with the t-butyloxycarbonyl group) for solid phase peptide synthesis.