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17266

Methyl all-cis-5,8,11,14,17-eicosapentaenoate

analytical standard

Synonym(s):

cis-5,8,11,14,17-Eicosapentaenoic acid methyl ester

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About This Item

Linear Formula:
CH3(CH2CH=CH)5(CH2)3CO2CH3
CAS Number:
2734-47-6
Molecular Weight:
316.48
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329751292
MDL number:
MFCD02259226
Beilstein/REAXYS Number:
1914828
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grade

analytical standard

Quality Level

100

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h4-5,7-8,10-11,13-14,16-17H,3,6,9,12,15,18-20H2,1-2H3/b5-4-,8-7-,11-10-,14-13-,17-16-

InChI key

QWDCYFDDFPWISL-JEBPEJKESA-N

General description

Methyl all-cis-5,8,11,14,17-eicosapentaenoate belongs to the class of very long-chain fatty acid methyl esters.

Application

This analytical standard can also be used as follows:

  • Development of a gas chromatography method combined with a quadrupole time-of-flight mass analyzer (GC-QTOF) functioning with an atmospheric pressure chemical ionization (APCI) source for the detection of 11 methyl esters of very long chain-polyunsaturated fatty acids (VLU-PUFAs) in 12 eyes samples of four different fish species
  • Gas chromatography-mass spectrometric (GC-MS) analysis of eicosapentaenoic acid and docosahexaenoic acids, separated from fish oil samples by pH-zone-refining countercurrent chromatography following their methyl esterification
  • Quantification of eicosapentaenoic acid and docosahexaenoic acids following their ultrasonic cell crusher extraction and derivatization to methyl esters from six types of seafood samples by gas chromatography coupled to flame ionization detector (GC-FID)
  • Optimization of a capillary zone electrophoresis procedure coupled with direct absorption UV detection (CZE-UV) to determine eicosapentaenoic acid and docosahexaenoic acids after their methylation in 10 different samples of commercial omega-3 supplements
  • Simultaneous analysis of 45 fatty acids following their methyl derivatization in human blood cells by gas chromatography-tandem mass spectrometry (GC-MS/MS) with an ammonia-induced chemical ionization (CI)

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

219.2 °F - closed cup

flash_point_c

104.0 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5178
BCCM1512
BCCK6260
BCCJ8223
BCCH2281

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Hypoxia is a well-established feature of prostate cancer (PCa) and is associated with disease aggressiveness. The hypoxic microenvironment initiates multiple adaptive responses including epithelial-to-mesenchymal transition (EMT) and a remodeling of calcium homeostasis involved in cancer progression. In the present study

Global Trade Item Number

SKUGTIN
17266-100MG04061838751713