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Euphausia pacifica as a source of 8(R)-hydroxy-eicosapentaenoic acid (8R-HEPE), 8(R)-hydroxy-eicosatetraenoic acid (8R-HETE) and 10(R)-hydroxy-docosahexaenoic acid (10R-HDHA).
Bioscience, Biotechnology, and Biochemistry ( IF 1.6 ) Pub Date : 2019-11-18 , DOI: 10.1080/09168451.2019.1691912
Hidetoshi Yamada 1 , Kanako Kumagai 1 , Aiko Uemura 1 , Sayaka Yuki 1
Affiliation  

Although not fully investigated, 8-HEPE, 8-HETE, and 10-HDHA have potentially beneficial effects for human health. Euphausia pacifica (North Pacific krill) is unique in containing several ppm level of 8R-HEPE, and sub-ppm levels of 8R-HETE and 10R-HDHA. Obtaining sufficient quantities of these compounds is a major bottleneck for conducting in vivo experiments to evaluate their biological activities. In this study, we examined an efficient way of obtaining 8R-HEPE, 8R-HETE, and 10R-HDHA by enzymatic production in E. pacifica. We devised a novel method to purify 199.4 mg of 8R-HEPE, 2.1 mg of 8R-HETE and 5.6 mg of 10R-HDHA from 1 kg of E. pacifica. We identified the stereochemistry of the hydroxy group at C-8 of HEPE and HETE and C-10 of HDHA as the R configuration by chiral column chromatography analysis using LC/QTOFMS.Abbreviations: 8-HEPE: 8-hydroxy-eicosapentaenoic acid; 8-HETE: 8-hydroxy-eicosatetraenoic acid; 10-HDHA: 10-hydroxy-docosahexaenoic acid; EPA: eicosapentaenoic acid; TLC-FID, thin layer chromatograph-Flame Ionization Detector; LC/QTOFMS: liquid chromatography/hybrid quadrupole time of flight mass spectrometry.

中文翻译:

太平洋紫杉作为8(R)-羟基二十碳五烯酸(8R-HEPE),8(R)-羟基二十碳四烯酸(8R-HETE)和10(R)-羟基二十二碳六烯酸(10R-HDHA)的来源。

尽管尚未进行充分研究,但8-HEPE,8-HETE和10-HDHA对人体健康具有潜在的有益作用。太平洋磷虾(Euphausia pacifica)(北太平洋磷虾)的独特之处在于含有8 ppm的8R-HEPE和低于ppm级的8R-HETE和10R-HDHA。获得足够量的这些化合物是进行体内实验以评估其生物学活性的主要瓶颈。在这项研究中,我们研究了通过在大肠杆菌中酶促生产获得8R-HEPE,8R-HETE和10R-HDHA的有效方法。我们设计了一种新方法,可从1千克大肠杆菌中纯化199.4 mg的8R-HEPE,2.1 mg的8R-HETE和5.6 mg的10R-HDHA。通过使用LC / QTOFMS的手性柱色谱分析,我们确定了HEPE和HETE的C-8处的羟基的立体化学以及HDHA的C-10的立体结构为R构型。缩写:8-HEPE:8-羟基二十碳五烯酸; 8-HETE:8-羟基二十碳四烯酸;10-HDHA:10-羟基二十二碳六烯酸;EPA:二十碳五烯酸;TLC-FID,薄层色谱-火焰电离检测器;LC / QTOFMS:液相色谱/混合四极杆飞行时间质谱。
更新日期:2020-01-10
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