| Chemical and immunochemical identification of propanoyllysine derived from oxidized n-3 polyunsaturated fatty acid. | |
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MedLine Citation:
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PMID: 19272447 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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It is known that n-3 polyunsaturated fatty acids (PUFAs), such as docosahexaenoic acid and eicosapentaenoic acid, are rapidly oxidized in vitro. Nvarepsilon-(propanoyl)lysine (propionyllysine, or PRL) is formed from the reaction of the oxidized products of n-3 PUFAs and lysine. To evaluate the oxidized n-3 PUFA-derived protein modifications in vivo, we have developed detection methods using a novel monoclonal antibody against PRL as well as liquid chromatography-mass spectrometry (LC/MS/MS). The antibody obtained specifically recognized PRL. A strong positive staining in atherosclerotic lesions of hypercholesterolemic rabbits was observed. We have also simultaneously identified and quantified both urinary PRL and urinary Nvarepsilon-(hexanoyl)lysine, using LC/MS/MS using isotope dilution methods. The level of urinary PRL (21.6+/-10.6 micromol/mol of creatinine) significantly correlated with the other oxidative stress markers, 8-oxo-deoxyguanosine, dityrosine, and isoprostanes. The increase in the excretion of amide adducts into the urine of diabetic patients was also confirmed compared to healthy subjects. These results suggest that PRL may be good marker for n-3 PUFA-derived oxidative stress in vivo. |
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Authors:
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Shinsuke Hisaka; Yoji Kato; Noritoshi Kitamoto; Akihiro Yoshida; Yoshiko Kubushiro; Michitaka Naito; Toshihiko Osawa |
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Publication Detail:
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Type: Journal Article Date: 2009-03-09 |
Journal Detail:
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Title: Free radical biology & medicine Volume: 46 ISSN: 1873-4596 ISO Abbreviation: Free Radic. Biol. Med. Publication Date: 2009 Jun |
Date Detail:
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Created Date: 2009-05-04 Completed Date: 2009-12-23 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8709159 Medline TA: Free Radic Biol Med Country: United States |
Other Details:
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Languages: eng Pagination: 1463-71 Citation Subset: IM |
Affiliation:
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Nagoya University Graduate School of Bioagricultural Sciences, Nagoya 464-8601, Japan. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Antibodies, Monoclonal / immunology Aorta / immunology, metabolism*, pathology Biological Markers / urine Coronary Artery Disease / immunology, metabolism*, pathology Deoxyguanosine / analogs & derivatives, urine Diabetes Insipidus / physiopathology, urine Dinoprost / analogs & derivatives, urine Fatty Acids, Unsaturated / chemistry, metabolism Humans Hypercholesterolemia / immunology, metabolism*, pathology Immunochemistry Lysine / analogs & derivatives, chemistry, immunology, metabolism Mass Spectrometry Oxidation-Reduction Oxidative Stress Propionates / chemistry*, immunology*, metabolism Rabbits |
| Chemical | |
Reg. No./Substance:
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0/Antibodies, Monoclonal; 0/Biological Markers; 0/Fatty Acids, Unsaturated; 0/Propionates; 0/propanoyllysine; 27415-26-5/8-epi-prostaglandin F2alpha; 551-11-1/Dinoprost; 56-87-1/Lysine; 88847-89-6/8-oxo-7-hydrodeoxyguanosine; 961-07-9/Deoxyguanosine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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