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Merck
CN

44864

顺式-5,8,11,14,17-二十碳五烯酸

analytical standard

别名:

EPA, 二十碳五烯酸

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关于此项目

线性分子式:
CH3(CH2CH=CH)5(CH2)3CO2H
化学文摘社编号:
分子量:
302.45
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1714433
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产品名称

顺式-5,8,11,14,17-二十碳五烯酸, analytical standard

InChI

1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-

SMILES string

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O

InChI key

JAZBEHYOTPTENJ-JLNKQSITSA-N

biological source

fish oil

grade

analytical standard

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.4977 (lit.)

mp

−54-−53 °C (lit.)

density

0.943 g/mL at 25 °C (lit.)

format

neat

functional group

carboxylic acid

storage temp.

−20°C

Quality Level

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Application

本分析标准品还可适用于以下情况:

  • 优化毛细管区带电泳联用直接吸收紫外检测法(CZE-UV)测定10个不同的商业omega-3补充剂样本中在甲基化后的二十碳五烯酸和二十二碳六烯酸
  • 通过高效液相色谱-电化学检测(HPLC-ECD)同时测定人血浆样品中的二十碳五烯酸,二十二碳六烯酸和花生四烯酸
  • 通过高效液相色谱联用串联质谱(HPLC-MS/MS)分离,鉴定和量化人血浆样品中的二十碳五烯酸,二十二碳六烯酸和花生四烯酸

Biochem/physiol Actions

5-脂氧合酶抑制剂;减少凝血噁烷 A2 生成。

General description

顺式-5,8,11,14,17-二十碳五烯酸属于长链 omega-3多不饱和脂肪酸类。它在人体中通过必须脂肪酸 alpha-亚麻酸合成。

Other Notes

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Packaging

无底玻璃瓶。内含物装在插入的融合锥内。

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hyeon Ho Kim et al.
Journal of lipid research, 47(5), 921-930 (2006-02-10)
Skin aging can be attributed to photoaging (extrinsic) and chronological (intrinsic) aging. Photoaging and intrinsic aging are induced by damage to human skin attributable to repeated exposure to ultraviolet (UV) irradiation and to the passage of time, respectively. In our
Wendy L Hall et al.
The Journal of nutrition, 138(2), 287-291 (2008-01-22)
Diets rich in eicosapentaenoic acid [EPA; 20:5(n-3)] are associated with decreased arterial stiffness, but postprandial effects on vascular function are unknown. We investigated whether an EPA-enriched high-fat meal could improve postprandial vascular function. Seventeen healthy men ingested 2 test meals
Cindy A Francois et al.
The American journal of clinical nutrition, 77(1), 226-233 (2002-12-25)
Flaxseed oil is a rich source of 18:3n-3 (alpha-linolenic acid, or ALA), which is ultimately converted to 22:6n-3 (docosahexaenoic acid, or DHA), a fatty acid important for the development of the infant brain and retina. The objective of this study
C Calzada et al.
Biochimica et biophysica acta, 1127(2), 147-152 (1992-07-29)
The modulatory effects of eicosapentaenoic acid (EPA) on platelet arachidonic acid (AA) metabolism were applied to an in vitro model of oxidant stress. Unstimulated normal human blood platelets were first treated with a thiol-oxidizing agent, azodicarboxylic acid bis(dimethylamide) (diamide) (1
S Sipka et al.
Clinical immunology and immunopathology, 79(3), 224-228 (1996-06-01)
Free eicosapentaenoic acid (EPA) was found to inhibit dose dependently the chemiluminescence of human neutrophil granulocytes phagocytosing zymosan and their chemotaxis induced by C5a-containing zymosan-activated serum (ZAS) and platelet-activating factor. Rigidification of plasma membranes in the ZAS-treated cells could be

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