title: Synthesis and spectral characterization of 5'-phosphopyridoxyl-D,L-7-azatryptophan, a photophysical probe of protein structure and dynamics.
abstract: We report the first isolation of a unique adduct of pyridoxal 5'-phosphate, 5'-phosphopyridoxyl-D,L-7-azatryptophan, and suggest a new and easier route for synthesis and purification of 5'-phosphopyridoxyl-L-(or -D-)tryptophan. The absorbance and emission spectra of the 7-azatryptophan adduct are distinctly different than those of pyridoxal 5'-phosphate or the tryptophan adduct. We propose that 5'-phosphopyridoxyl-D,L-7-azatryptophan has great potential as an intrinsic probe in optical studies of protein dynamics.
authors.affiliation: Department of Chemistry, Iowa State University, Ames 50011.
authors.forename: A V
authors.initials: AV
authors.lastname: Smirnov
authors.forename: R L
authors.initials: RL
authors.lastname: Rich
authors.forename: J W
authors.initials: JW
authors.lastname: Petrich
mesh_terms: D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011506:Proteins / Q000737:chemistry*; D011732:Pyridoxal Phosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013053:Spectrophotometry; D014364:Tryptophan / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D007202:Indicators and Reagents; D011506:Proteins; C086008:5'-phosphopyridoxyl-7-azatryptophan; D011732:Pyridoxal Phosphate; D014364:Tryptophan