M. Alaiz et al., ADDITION OF OXIDIZED LIPID AMINO ACID REACTION-PRODUCTS DELAYS THE PEROXIDATION INITIATED IN A SOYBEAN OIL/, Journal of agricultural and food chemistry, 43(10), 1995, pp. 2698-2701
The antioxidative activity of two amino acid residue analogs, N-(carbo
benzyloxy)-L-histidine (Z-His) and N-2-(carbobenzyloxy)-L-lysine (Z-Ly
s), and their products of reaction with (E)-2-octenal, enzyloxy)-1(3)[
1'-(formylmethyl)hexyl]-L-histidine dihydrate (1), 3'-carboxy-2'-(E)-p
ropen-1'-yl]-4-pentylpyridinium betaine (2), and carbobenzyloxy)-L-lys
yl]-2-(3'-carboxy-2'-propene- 1',2'-diyl)-4-pentylpyridinium betaine (
isomeric mixture) (3), mere studied to evaluate if some oxidized lipid
/amino acid reaction products might play a role in delaying an initiat
ed peroxidative process in a vegetable oil. All of these compounds wer
e added at two levels of concentration (100 and 200 ppm) to partly oxi
dized soybean oil which was further oxidized under air in the dark at
60 degrees C. Oil peroxidation was evaluated by using the thiobarbitur
ic acid-reactive substances (TEARS) assay. Compounds 1-3 significantly
delayed new TEARS formation on soybean oil (p < 0.05) and showed dive
rse activity as compared with synthetic antioxidants. The order of eff
ectiveness obtained was Z-His < Z-Lys < 1 < 2 approximate to BHT appro
ximate to 3 < propyl gallate. These results suggest that some oxidized
lipid/amino acid reaction products might be,playing an antioxidative
role in foods by delaying the peroxidative process at the same time th
at they are being produced.