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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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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
R Luostarinen et al.
Prostaglandins, leukotrienes, and essential fatty acids, 55(3), 167-172 (1996-09-01)
12 volunteers with slightly elevated serum triglyceride levels were given 30 ml fish oil (5.4 g eicosapentaenoic acid and 3.2 g docosahexaenoic acid) daily for 4 weeks. The percentage of eicosapentaenoic acid increased (P < 0.01) and the percentage of
J A Dunstan et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 34(8), 1237-1242 (2004-08-10)
Breast milk contains many immunomodulatory factors (soluble CD14 (sCD14), IgA and cytokines) with the potential to influence infant immune development. To determine if changes in breast milk omega-3 polyunsaturated fatty acid (n-3 PUFA) composition as a result of maternal dietary
Vigdis Aas et al.
Journal of lipid research, 47(2), 366-374 (2005-11-23)
This study was conducted to evaluate the chronic effects of eicosapentaenoic acid (EPA) on fatty acid and glucose metabolism in human skeletal muscle cells. Uptake of [14C]oleate was increased >2-fold after preincubation of myotubes with 0.6 mM EPA for 24
I Hafström et al.
Arthritis and rheumatism, 31(5), 585-592 (1988-05-01)
Fourteen patients with rheumatoid arthritis (RA) were studied before, during, and after a 1-week total fast. Disease activity decreased, as did the neutrophil release of lysozyme induced by the ionophore A23187. The ability of zymosan-activated RA patient serum to aggregate

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