BIO-MODULATING FUNCTIONS OF TRANS ISOMERS OF POLYUNSATURATED FATTY ACIDS ORIGINATING FROM MARINE LIVES

海洋生物多不饱和脂肪酸反式异构体的生物调节功能

• 批准号: 13460091
• 负责人: HIRATA Takashi
• 金额: $ 10.05万
• 依托单位: Kyoto University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 2001
• 资助国家: 日本
• 起止时间: 2001 至 2003
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-13460091/
• 关键词: EPA; TRANS ISOMER; OXIDATION; LOX; INFLAMMATION; MELANOMA; 酸化安定性; シス異性体; 高度不飽和脂肪酸; アレルギー; 肥満細胞; LTB4; エイコサペンタエン酸; 異性体; 脂肪酸; 海洋生物

Production and functions of EPA trans isomers were investigated.(1) EPA ethyl ester trans isomers showed higher oxidative stability compared with its all cis isomer both in hydrophilic and hydrophobic solvents. The trans isomers also showed higher resistant against 15-LOX than the all cis isomer. The structural and polar difference between isomers seemed to be responsible for their stability properties.(2) Production of LTB4, a mediator of inflammation, in rat peritoneal exudate cells was not affected by the trans isomers very much. Judging from fatty acid analysis of phospholipids in the cell membrane, the trans isomers seem to be difficult to be incorporated into the membrane. 5-LOX more easily modified the trans isomers to produce LTB4. These results suggested that intake of the trans isomers lead to induction of different physiological functions from the all cis isomer.(3) Conventional cooking temperature did not convert the all cis isomer into the trans isomers. While AMVN, a radical emitter, also produced no trans isomer, NO2 very easily induced the isomer at room temperature suggesting that the possible formation of the trans isomers proceeds in vivo anal nitrite as food additives may induce formation of the trans acids during food processing.(4) Melanin formation in mouse Bl6 melanoma cells were significantly suppressed by both all cis isomer and trans isomers of EPA.

研究了EPA反式异构体的产生和功能。(1)EPA乙酯反式异构体在亲水性和疏水性溶剂中的氧化稳定性均高于其全顺式异构体。反式异构体对15-LOX的抗性也高于全顺式异构体。异构体之间的结构和极性差异似乎是其稳定性的原因。(2)LTB 4，炎症介质，在大鼠腹腔渗出液细胞的生产没有受到反式异构体的影响很大。从细胞膜中磷脂的脂肪酸分析来看，反式异构体似乎很难掺入膜中。5-LOX更容易修饰反式异构体以产生LTB 4。这些结果表明，摄入反式异构体导致诱导不同的生理功能从全顺式异构体。(3)常规的蒸煮温度不能将所有的顺式异构体转化为反式异构体。虽然AMVN，自由基发射体，也没有产生反式异构体，NO2很容易诱导的异构体在室温下，这表明反式异构体的可能形成在体内进行的肛门亚硝酸盐作为食品添加剂可能会诱导形成的反式酸在食品加工过程中。(4)EPA的所有顺式异构体和反式异构体均显著抑制小鼠B16黑素瘤细胞中的黑色素形成。