A UPLC/MS/MS method for comprehensive profiling and quantification of fatty acid esters of hydroxy fatty acids in white adipose tissue

2018 ◽  
Vol 410 (28) ◽  
pp. 7415-7428 ◽  
Author(s):  
Ting Hu ◽  
Miao Lin ◽  
Dan Zhang ◽  
Menglin Li ◽  
Jinlan Zhang
Keyword(s):  
Fatty Acids ◽  
Adipose Tissue ◽  
Fatty Acid ◽  
White Adipose Tissue ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Esters

scholarly journals Sequestration of 9-Hydroxystearic Acid in FAHFA (Fatty Acid Esters of Hydroxy Fatty Acids) as a Protective Mechanism for Colon Carcinoma Cells to Avoid Apoptotic Cell Death

Cancers ◽  
2019 ◽  
Vol 11 (4) ◽  
pp. 524 ◽  
Author(s):  
Juan P. Rodríguez ◽  
Carlos Guijas ◽  
Alma M. Astudillo ◽  
Julio M. Rubio ◽  
María A. Balboa ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Cell Lines ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Protective Mechanism ◽  
Hydroxystearic Acid ◽  
Colorectal Tumors ◽  
Wide Range ◽  
Acid Esters

Hydroxy fatty acids are known to cause cell cycle arrest and apoptosis. The best studied of them, 9-hydroxystearic acid (9-HSA), induces apoptosis in cell lines by acting through mechanisms involving different targets. Using mass spectrometry-based lipidomic approaches, we show in this study that 9-HSA levels in human colorectal tumors are diminished when compared with normal adjacent tissue. Since this decrease could be compatible with an escape mechanism of tumors from 9-HSA-induced apoptosis, we investigated different features of the utilization of this hydroxyfatty acid in colon. We show that in colorectal tumors and related cell lines such as HT-29 and HCT-116, 9-HSA is the only hydroxyfatty acid constituent of branched fatty acid esters of hydroxyfatty acids (FAHFA), a novel family of lipids with anti-inflammatory properties. Importantly, FAHFA levels in tumors are elevated compared with normal tissue and, unlike 9-HSA, they do not induce apoptosis of colorectal cell lines over a wide range of concentrations. Further, the addition of 9-HSA to colon cancer cell lines augments the synthesis of different FAHFA before the cells commit to apoptosis, suggesting that FAHFA formation may function as a buffer system that sequesters the hydroxyacid into an inactive form, thereby restricting apoptosis.

scholarly journals Distinct biological activities of isomers from several families of branched fatty acid esters of hydroxy fatty acids (FAHFAs)

2021 ◽  
Vol 62 ◽  
pp. 100108
Author(s):  
Pratik Aryal ◽  
Ismail Syed ◽  
Jennifer Lee ◽  
Rucha Patel ◽  
Andrew T. Nelson ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Biological Activities ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Esters

scholarly journals Branched Fatty Acid Esters of Hydroxy Fatty Acids Are Preferred Substrates of the MODY8 Protein Carboxyl Ester Lipase

Biochemistry ◽  
2016 ◽  
Vol 55 (33) ◽  
pp. 4636-4641 ◽  
Author(s):  
Matthew J. Kolar ◽  
Siddhesh S. Kamat ◽  
William H. Parsons ◽  
Edwin A. Homan ◽  
Tim Maher ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Esters

scholarly journals Moose and Caribou as Novel Sources of Functional Lipids: Fatty Acid Esters of Hydroxy Fatty Acids, Diglycerides and Monoacetyldiglycerides

Molecules ◽  
2019 ◽  
Vol 24 (2) ◽  
pp. 232 ◽  
Author(s):  
Thu Pham ◽  
Natalia Vidal ◽  
Charles Manful ◽  
Tiffany Fillier ◽  
Ryley Pumphrey ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Molecular Species ◽  
Hydroxy Fatty Acid ◽  
Inflammatory Diseases ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Moiety ◽  
Molecular Species Composition ◽  
Acid Esters

Fatty acid esters of hydroxy fatty acids (FAHFA), diglycerides (DG) and monoacetyldiglycerides (MAcDG) are gaining interest as functional lipids in pharmaceuticals and functional food formulations for managing and treating metabolic or inflammatory diseases. Herein, we investigated whether the antler and/or meat of two Cervids (moose and caribou) are novel sources of FAHFA, DG and MAcDG. We observed FAHFA present in moose and caribou composed mainly of polyunsaturated families, and that the esterification occurred frequently at the C5-hydroxy fatty acid moiety, most noticeably arachidonic acid 5-hydroxyeicosatrienoic acid (ARA-5-HERA). Moose antler, caribou and moose meat also contained significant levels of both 1,2-DG and 1,3-DG lipids. The 1,3-DG molecular species consisted mainly of 16:0/18:1, 18:0/16:0, and 18:0/18:1. On the other hand, major 1,2-DG species consisted of DG 18:0/18:0, 16:0/16:0 and 18:1/18:1 molecular species with higher levels in the antler compared to the meat. The molecular species composition of MAcDG was very simple and consisted of 14:2/18:2/2:0, 16:0/18:2/2:0, 16:0/18:1/2:0 and 18:0/18:1/2:0 with the first species 14:2/18:2/2:0 predominating in the tip of moose antlers. Increasing access to and knowledge of the presence of these functional lipids in foods will enhance their intake in the diet with potential implications in improving personal and population health.

scholarly journals Charge-switch derivatization of fatty acid esters of hydroxy fatty acids via gas-phase ion/ion reactions

2020 ◽  
Vol 1129 ◽  
pp. 31-39 ◽  
Author(s):  
Caitlin E. Randolph ◽  
David L. Marshall ◽  
Stephen J. Blanksby ◽  
Scott A. McLuckey
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Gas Phase ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Gas Phase Ion ◽  
Acid Esters

scholarly journals A LC-MS–based workflow for measurement of branched fatty acid esters of hydroxy fatty acids

2016 ◽  
Vol 11 (4) ◽  
pp. 747-763 ◽  
Author(s):  
Tejia Zhang ◽  
Shili Chen ◽  
Ismail Syed ◽  
Marcus Ståhlman ◽  
Matthew J Kolar ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Esters

scholarly journals Potential physio-pathological effects of branched fatty acid esters of hydroxy fatty acids

Biochimie ◽  
2021 ◽  
Author(s):  
Melha Benlebna ◽  
Laurence Balas ◽  
Sylvie Gaillet ◽  
Thierry Durand ◽  
Charles Coudray ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Acid Esters

scholarly journals Branched Fatty Acid Esters of Hydroxy Fatty Acids (FAHFAs) Protect against Colitis by Regulating Gut Innate and Adaptive Immune Responses

2016 ◽  
Vol 291 (42) ◽  
pp. 22207-22217 ◽  
Author(s):  
Jennifer Lee ◽  
Pedro M. Moraes-Vieira ◽  
Angela Castoldi ◽  
Pratik Aryal ◽  
Eric U. Yee ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Immune Responses ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Adaptive Immune Responses ◽  
Adaptive Immune ◽  
Acid Esters

scholarly journals Analytical Methods for the Determination of Fatty Acid Esters of Hydroxy Fatty Acids (FAHFAs) in Biological Samples, Plants and Foods

Biomolecules ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 1092 ◽  
Author(s):  
Maroula G. Kokotou
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Biological Samples ◽  
Analytical Methods ◽  
Biological Significance ◽  
Hydroxy Fatty Acids ◽  
Fatty Acid Esters ◽  
Lipid Species ◽  
Acid Esters

Fatty acid esters of hydroxy fatty acids (FAHFAs) constitute a class of recently identified novel lipids exhibiting anti-diabetic and anti-inflammatory effects. Due to their high biological significance, a tremendous effort has been devoted to the development of analytical methods for the detection and quantitation of FAHFAs during the last five years. The analysis of FAHFAs is very challenging due to the great number of possible regio-isomers arising from the great number of possible combinations of FAs with HFAs, and the low abundancies of FAHFAs in biological samples. The aim of this review article is to summarize all the cutting-edge analytical methodologies for the determination of FAHFAs in biological samples, plant tissues and food matrices, with emphasis on extraction and analysis steps. All the analytical methodologies rely on the use of liquid chromatography–mass spectrometry (LC-MS), providing high sensitivity due to the MS detection. Powerful and robust analytical methodologies may highly contribute in studying FAHFAs levels under various biomedical conditions, and facilitate our understanding of the role of these lipid species in physiological and pathological conditions.

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