7-Azatryptophan is proposed as an alternative to tryptophan as a photo
physical probe in the study of protein structure and dynamics. Not onl
y are the spectral characteristics of 7-azatryptophan easily distingui
shable from those of tryptophan, but this nonnatural amino acid is sho
wn to be amenable to incorporation into peptides. We present the first
synthesis and purification of a synthetic peptide containing 7-azatry
ptophan, NAc-Pro-7-aza-tryptophan-Asn-NH2, which is shown to be a comp
etitive inhibitor of alpha-chymotrysin.