Du Zhen-Yu, Degrace Pascal, Gresti Joseph, Loreau Olivier, Clouet Pierre
Faculté des Sciences Gabriel, UMR 866, INSERM-UB, 21000, Dijon, France.
Lipids. 2011 Jul;46(7):647-57. doi: 10.1007/s11745-011-3569-6. Epub 2011 May 26.
Elaidic acid (trans-9-C₁₈:₁ or trans-9) is assumed to exert atherogenic effects due to its double bond configuration. The possibility that trans-9 and vaccenic acid (trans-11-C₁₈:₁ or trans-11), its positional isomer, were biochemically equivalent and interchangeable compounds, was investigated by reference to their cis-isomers through esterification-related activities using rat liver cells and subcellular fractions. In hepatocytes, both trans-C₁₈:₁ were incorporated to the same extent in triacylglycerols, but trans-9 was more esterified than trans-11 into phospholipids (P < 0.05). Glycerol-3-phosphate acyltransferase activity in microsomes was lower with trans-11 than with trans-9, while this activity in mitochondria was ~40% greater with trans-11 than with trans-9 (P < 0.05). Activity of 2-lysophosphatidic acid acyltransferase in microsomes was of comparable extent with both trans isomers, but activity of 2-lysophosphatidylcholine acyltransferase was significantly greater with trans-9 than with trans-11 at P < 0.01. Lipoproteins secreted by hepatocytes reached equivalent levels in the presence of any isomers, but triacylglycerol production was more elevated with trans-11 than with trans-9 at P < 0.05. Cholesterol efflux from previously labelled hepatocytes was lower with trans-11 than with trans-9. When these cells were exposed to either trans-C₁₈:₁, the gene expression of proteins involved in fatty acid esterification and lipoprotein synthesis was unaffected, which indicates that the biochemical differences essentially depended on enzyme/substrate affinities. On the whole, vaccenic and elaidic acid were shown to incorporate cell phospholipids unequally, at least in vitro, which suggests they can differently affect lipid metabolic pathways in normal cells.
反油酸(反式-9-C₁₈:₁或反式-9)因其双键构型被认为具有致动脉粥样硬化作用。通过使用大鼠肝细胞和亚细胞组分,参照它们的顺式异构体,通过与酯化相关的活性,研究反式-9和其位置异构体vaccenic酸(反式-11-C₁₈:₁或反式-11)是否为生物化学上等效且可互换的化合物。在肝细胞中,两种反式-C₁₈:₁在三酰甘油中的掺入程度相同,但反式-9比反式-11更多地酯化到磷脂中(P<0.05)。微粒体中甘油-3-磷酸酰基转移酶活性,反式-11低于反式-9,而线粒体中的该活性,反式-11比反式-9高约40%(P<0.05)。微粒体中2-溶血磷脂酸酰基转移酶活性,两种反式异构体相当,但微粒体中2-溶血磷脂酰胆碱酰基转移酶活性,反式-9比反式-11显著更高(P<0.01)。在任何异构体存在下,肝细胞分泌的脂蛋白水平相当,但三酰甘油生成,反式-11比反式-9升高更明显(P<0.05)。来自预先标记肝细胞的胆固醇流出,反式-11低于反式-9。当这些细胞暴露于任何一种反式-C₁₈:₁时,参与脂肪酸酯化和脂蛋白合成的蛋白质基因表达未受影响,这表明生物化学差异本质上取决于酶/底物亲和力。总体而言,至少在体外,vaccenic酸和反油酸被证明在细胞磷脂中的掺入不均等,这表明它们可能对正常细胞中的脂质代谢途径产生不同影响。