Journal of Photochemistry and Photobiology B: Biology 1989-08-01

Photochemical coupling of 5-bromo-1,3-dimethyluracil and its 6-alkyl derivatives to 3-methylindole and N alpha-acetyl-L-tryptophan methyl ester.

L Celewicz

Index: J. Photochem. Photobiol. B, Biol. 3(4) , 565-74, (1989)

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Abstract

Photochemical reactions between 5-bromo-1,3-dimethyluracils and 3-substituted indoles in acetone solution were studied. Irradiation (lambda greater than 290 nm) of 5-bromo-1,3-dimethyluracil (1) and N alpha-acetyl-L-tryptophan methyl ester (2) yields, in addition to 5-(2-indolyl)uracil (3), a new photoadduct 5-(7-indolyl)uracil (4). 5-Bromo-1,3-dimethyluracils with 6-alkyl substituents irradiated in the presence of 2 give the 5-(2-indolyl)uracil-type photoadducts exclusively.