Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products
Nitrated fatty acids are important anti-inflammatory and protective lipids formed in the gastric compartment, with conjugated linoleic acid (rumenic acid, RA, 9Z,11E-18:2) being the primary substrate for lipid nitration. The recently reported identification of nitrated rumelenic acid (NO2-RLA) in human urine has led to hypothesize that rumelenic acid (RLA, 9Z,11E,15Z-18:3) from dairy fat is responsible for the formation of NO2-RLA. To evaluate the source and mechanism of NO2-RLA formation, 15N labeled standards of NO2-RLA were synthesized and characterized. Afterward, milk fat with different RA and RLA levels was administered to mice in the presence of nitrite, and the appearance of nitrated fatty acids in plasma and urine followed. We confirmed the formation of NO2-RLA and defined the main metabolites in plasma, urine, and tissues. In conclusion, RLA obtained from dairy products is the main substrate for forming this novel electrophilic lipid reported to be present in human urine.
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Language: | English |
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Elsevier
2024
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Subjects: | Rumelenic acid, Nitro-fatty acid, Nitration, Conjugated linoleic acid, Electrophile, Milk fat, |
Online Access: | http://hdl.handle.net/10261/358846 |
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dig-cial-es-10261-3588462024-05-29T11:17:46Z Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products Salvatore, Sonia R. Gómez-Cortés, Pilar Rowart, Pascal Woodcock, Steven R. Fuente, Miguel Ángel de la Chang, Fei Schopfer, Francisco J. National Institutes of Health (US) Pittsburgh Foundation Ministerio de Ciencia e Innovación (España) Agencia Estatal de Investigación (España) Ministerio de Ciencia, Innovación y Universidades (España) Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat Nitrated fatty acids are important anti-inflammatory and protective lipids formed in the gastric compartment, with conjugated linoleic acid (rumenic acid, RA, 9Z,11E-18:2) being the primary substrate for lipid nitration. The recently reported identification of nitrated rumelenic acid (NO2-RLA) in human urine has led to hypothesize that rumelenic acid (RLA, 9Z,11E,15Z-18:3) from dairy fat is responsible for the formation of NO2-RLA. To evaluate the source and mechanism of NO2-RLA formation, 15N labeled standards of NO2-RLA were synthesized and characterized. Afterward, milk fat with different RA and RLA levels was administered to mice in the presence of nitrite, and the appearance of nitrated fatty acids in plasma and urine followed. We confirmed the formation of NO2-RLA and defined the main metabolites in plasma, urine, and tissues. In conclusion, RLA obtained from dairy products is the main substrate for forming this novel electrophilic lipid reported to be present in human urine. This work was supported by NIH grants GM125944 and DK112854 to FJS, 1P30DK120531-01 to Pittsburgh Liver Research Center (PLRC) and the project PID2021-122989OB-I00 financed by the Spanish Ministry of Science and Innovation (PGC and MAdlF). The content is solely the responsibility of the authors and does not necessarily represent the official views of the National Institutes of Health. Peer reviewed 2024-05-29T11:17:45Z 2024-05-29T11:17:45Z 2024 artículo Food Chemistry 437(1): 137767 (2024) http://hdl.handle.net/10261/358846 10.1016/j.foodchem.2023.137767 1873-7072 en #PLACEHOLDER_PARENT_METADATA_VALUE# info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-122989OB-I00/ES/DESARROLLO DE NUEVOS INGREDIENTES BIOACTIVOS Y BIODISPONIBLES A PARTIR DE MICROALGAS/ The underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1016/j.foodchem.2023.137767 https://doi.org/10.1016/j.foodchem.2023.137767 Sí none Elsevier |
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Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat |
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Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat Salvatore, Sonia R. Gómez-Cortés, Pilar Rowart, Pascal Woodcock, Steven R. Fuente, Miguel Ángel de la Chang, Fei Schopfer, Francisco J. Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
description |
Nitrated fatty acids are important anti-inflammatory and protective lipids formed in the gastric compartment, with conjugated linoleic acid (rumenic acid, RA, 9Z,11E-18:2) being the primary substrate for lipid nitration. The recently reported identification of nitrated rumelenic acid (NO2-RLA) in human urine has led to hypothesize that rumelenic acid (RLA, 9Z,11E,15Z-18:3) from dairy fat is responsible for the formation of NO2-RLA. To evaluate the source and mechanism of NO2-RLA formation, 15N labeled standards of NO2-RLA were synthesized and characterized. Afterward, milk fat with different RA and RLA levels was administered to mice in the presence of nitrite, and the appearance of nitrated fatty acids in plasma and urine followed. We confirmed the formation of NO2-RLA and defined the main metabolites in plasma, urine, and tissues. In conclusion, RLA obtained from dairy products is the main substrate for forming this novel electrophilic lipid reported to be present in human urine. |
author2 |
National Institutes of Health (US) |
author_facet |
National Institutes of Health (US) Salvatore, Sonia R. Gómez-Cortés, Pilar Rowart, Pascal Woodcock, Steven R. Fuente, Miguel Ángel de la Chang, Fei Schopfer, Francisco J. |
format |
artículo |
topic_facet |
Rumelenic acid Nitro-fatty acid Nitration Conjugated linoleic acid Electrophile Milk fat |
author |
Salvatore, Sonia R. Gómez-Cortés, Pilar Rowart, Pascal Woodcock, Steven R. Fuente, Miguel Ángel de la Chang, Fei Schopfer, Francisco J. |
author_sort |
Salvatore, Sonia R. |
title |
Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
title_short |
Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
title_full |
Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
title_fullStr |
Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
title_full_unstemmed |
Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
title_sort |
digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products |
publisher |
Elsevier |
publishDate |
2024 |
url |
http://hdl.handle.net/10261/358846 |
work_keys_str_mv |
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