The amino acid tryptophan is degraded upon light exposure or during ac
id and oxidative treatments. After irradiation of tryptophan solutions
, the photodegradation products N'-formylkynurenine, kynurenine, trypt
amine, and oxindolylalanine were identified by means of HPLC, These ph
otoproducts of tryptophan contribute to the photoyellowing of wool. Ox
ygen plays a major role in tryptophan photodegradation. An attack of o
xygen at the indole residue initiates the photodegradation reaction. T
he main photodegradation of tryptophan in proteins (e.g. in polytrypto
phan or in wool) is the cleavage of the indole ring and the formation
of kynurenines. In irradiated wool, only N'-formylkynurenine was detec
ted. N'-Formylkynurenine is known to be a photosensitiser.