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THE PHOTOPHYSICAL PROBE, 7‐AZATRYPTOPHAN, IN SYNTHETIC PEPTIDES
Author(s) -
Rich K. L.,
Négrerie M.,
Li J.,
Elliott S.,
Thornburg R. W.,
Petrich J. W.
Publication year - 1993
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1993.tb04898.x
Subject(s) - tryptophan , peptide , amino acid , chemistry , peptide synthesis , combinatorial chemistry , stereochemistry , spectral properties , biochemistry , computational chemistry
7‐Azatryptophan is proposed as an alternative to tryptophan as a photophysical probe in the study of protein structure and dynamics. Not only are the spectral characteristics of 7‐azatryptophan easily distinguishable from those of tryptophan, but this nonnatural amino acid is shown to be amenablc to incorporation into peptides. We present the first synthesis and purification of a synthetic peptide containing 7‐azatryptophan, NAc‐Pro‐7‐azatryptophan‐Asn‐NH 2 , which is shown to be a competitive inhibitor of α‐chymotrysin.