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PROFLAVIN‐SENSITIZED PHOTOOXIDATION OF 3‐METHYL INDOLE TO 2‐METHYL‐2‐METHOXY‐1, 4‐BENZOXAZINE
Author(s) -
ESKINS K.
Publication year - 1972
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.1751-1097.1972.tb07329.x
Subject(s) - indole test , chemistry , tryptophan , photochemistry , medicinal chemistry , spectroscopy , mass spectrometry , organic chemistry , amino acid , chromatography , biochemistry , physics , quantum mechanics
— The dye‐sensitized photochemical oxidation of 3‐methyl indole was studied as a model for the photooxidation of the indole amino acid, tryptophan. The major product formed by proflavin‐sensitized photooxidation is 2‐methyl‐2‐methoxy‐1,4‐benzoxazine. The compound was isolated by preparative gas chromatography and identified by a combination of NMR, u.v., i.r., and mass spectroscopy on the photoproduct and its derivatives.