The Formation of Fluorescent Substance by Lipidperoxides. III

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Abstract
Lipofuscin-like fluorescent substance was obtained from the reaction of .beta.-phenylethylamine and n-hexanal, which is 1 of the secondary products of autoxidized methyl linoleate and it was separated by high performance liquid chromatography and TLC. This fluorescent substance showed excitation maxima 366 nm and emission maxima 428 nm. The addition of unsaturated aldehyde, that is, 2-hexanal, crotonaldehyde or 2-n-butyl-2-octenal derived from aldol condensation of n-hexanal in the reaction system increased significantly the formation of fluorescent substance. The main product in this reaction system was a Schiff base compound from .beta.-phenylethylamine and 2-n-butyl-2-octenal, but was not fluorescent. The fluorescent substance obtained from the reaction of malondialdehyde and .beta.-phenylethylamine was a 1,4-dihydropyridine derivative, 3M malondialdehyde condensed with 1 M .beta.-phenylethylamine. Evidently, lipofuscin-like fluorescent substance would be formed from the reaction of various amino compounds and dialdehyde compounds derived from Michael reaction of saturated aldehyde compounds and unsaturated aldehyde compounds.

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