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Feed-back inhibition of oxidative stress by oxidized lipid/amino acid reaction products.
Biochemistry. 1997 Dec 16; 36(50):15765-71.B

Abstract

Three oxidized lipid/amino acid reaction products (OLAARPs): 1-methyl-4-pentyl-1,4-dihydropyridine-3,5-dicarbaldehyde, 1-(5-amino-1-carboxypentyl)pyrrole, and N-(carbobenzyloxy)-1(3)-[1-(formylmethyl)hexyl]-l-histidine dihydrate, were prepared and tested for antioxidative activity in a microsomal system in order to investigate the effect that OLAARP formation may be playing in the oxidative stress process. The microsomal system consisted of freshly prepared trout muscle microsomes, which were oxidized in the presence of 5 microM Cu2+, 1 mM Fe3+/5 mM ascorbate, or 1 mM Cu2+/10 mM H2O2, and the compound to be tested as antioxidant added at 50 microM. At different periods of time, samples were tested for lipid peroxidation, assessed by the formation of thiobarbituric acid reactive substances (TBARS), and protein damage, which was evaluated by the formation of protein carbonyls and amino acid analysis. The three OLAARPs and butylated hydroxytoluene significantly (p < 0.05) protected against lipid peroxidation and protein damage for the three systems assayed. On the contrary, neither the amino acids used in the preparation of OLAARPs nor alpha-tocopherol, mannitol, aminoguanidine, or 4, 5-dihydroxy-1,3-benzenedisulfonic acid exhibited this constant protection. Because OLAARPs were produced at inhibitory levels during microsomal lipid peroxidation, these results suggest that OLAARP formation may be an antioxidative defense mechanism by which oxidative stress is feed-back-inhibited, delaying the damage caused by reactive oxygen species.

Authors+Show Affiliations

Instituto de la Grasa, Consejo Superior de Investigaciones Científicas, Avenida Padre García Tejero 4, 41012-Sevilla, Spain.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

9398306

Citation

Zamora, R, et al. "Feed-back Inhibition of Oxidative Stress By Oxidized Lipid/amino Acid Reaction Products." Biochemistry, vol. 36, no. 50, 1997, pp. 15765-71.
Zamora R, Alaiz M, Hidalgo FJ. Feed-back inhibition of oxidative stress by oxidized lipid/amino acid reaction products. Biochemistry. 1997;36(50):15765-71.
Zamora, R., Alaiz, M., & Hidalgo, F. J. (1997). Feed-back inhibition of oxidative stress by oxidized lipid/amino acid reaction products. Biochemistry, 36(50), 15765-71.
Zamora R, Alaiz M, Hidalgo FJ. Feed-back Inhibition of Oxidative Stress By Oxidized Lipid/amino Acid Reaction Products. Biochemistry. 1997 Dec 16;36(50):15765-71. PubMed PMID: 9398306.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Feed-back inhibition of oxidative stress by oxidized lipid/amino acid reaction products. AU - Zamora,R, AU - Alaiz,M, AU - Hidalgo,F J, PY - 1998/1/31/pubmed PY - 1998/1/31/medline PY - 1998/1/31/entrez SP - 15765 EP - 71 JF - Biochemistry JO - Biochemistry VL - 36 IS - 50 N2 - Three oxidized lipid/amino acid reaction products (OLAARPs): 1-methyl-4-pentyl-1,4-dihydropyridine-3,5-dicarbaldehyde, 1-(5-amino-1-carboxypentyl)pyrrole, and N-(carbobenzyloxy)-1(3)-[1-(formylmethyl)hexyl]-l-histidine dihydrate, were prepared and tested for antioxidative activity in a microsomal system in order to investigate the effect that OLAARP formation may be playing in the oxidative stress process. The microsomal system consisted of freshly prepared trout muscle microsomes, which were oxidized in the presence of 5 microM Cu2+, 1 mM Fe3+/5 mM ascorbate, or 1 mM Cu2+/10 mM H2O2, and the compound to be tested as antioxidant added at 50 microM. At different periods of time, samples were tested for lipid peroxidation, assessed by the formation of thiobarbituric acid reactive substances (TBARS), and protein damage, which was evaluated by the formation of protein carbonyls and amino acid analysis. The three OLAARPs and butylated hydroxytoluene significantly (p < 0.05) protected against lipid peroxidation and protein damage for the three systems assayed. On the contrary, neither the amino acids used in the preparation of OLAARPs nor alpha-tocopherol, mannitol, aminoguanidine, or 4, 5-dihydroxy-1,3-benzenedisulfonic acid exhibited this constant protection. Because OLAARPs were produced at inhibitory levels during microsomal lipid peroxidation, these results suggest that OLAARP formation may be an antioxidative defense mechanism by which oxidative stress is feed-back-inhibited, delaying the damage caused by reactive oxygen species. SN - 0006-2960 UR - https://www.unboundmedicine.com/medline/citation/9398306/Feed_back_inhibition_of_oxidative_stress_by_oxidized_lipid/amino_acid_reaction_products_ L2 - https://doi.org/10.1021/bi971641i DB - PRIME DP - Unbound Medicine ER -