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Merck

18566

all-cis-4,7,10,13,16-Docosapentaenoic acid

analytical standard

Sinónimos:

(4Z,7Z,10Z,13Z,16Z)-4,7,10,13,16-Docosapentaenoic acid, (all-Z)-4,7,10,13,16-Docosapentaenoic acid, Osbond acid

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Fórmula empírica (notación de Hill):
C22H34O2
Número CAS:
25182-74-5
Peso molecular:
330.50
NACRES:
NA.24
PubChem Substance ID:
329751713
UNSPSC Code:
85151701
MDL number:
MFCD00216034

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InChI key

AVKOENOBFIYBSA-WMPRHZDHSA-N

SMILES string

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

InChI

1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18-

biological source

synthetic

grade

analytical standard

description

C22:5n6

assay

≥98.0% (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

carboxylic acid

storage temp.

−20°C

Quality Level

100

Categorías relacionadas

General description

Docosapentaenoic acid is a very long-chain polyunsaturated fatty acid, and has two or more double bonds in its acyl chains.

Application

It was used as supplement for fed cells during phospholipid analysis by HPLC/electrospray ionization mass spectrometry (ESI/MS) and HPLC/ESI/MS/MS.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCG4638
BCCF9121
BCCF2506
BCCD4479
BCCC8738

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Yuru Deng et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 23(9), 2866-2871 (2009-05-02)
Very long-chain polyunsaturated fatty acids (VLC-PUFAs), such as docosahexaenoic acid (DHA) and docosapentaenoic acid (DPA), have recently made it to the realm of "magical molecules" based on their multiple presumably beneficial effects in biological systems, making these PUFAs particularly interesting
J K Beckman et al.
Lipids, 15(6), 389-394 (1980-06-01)
The metabolism of [1-14C] linoleic, [1-14C] arachidonic and [3-14C] docosa-4,7,10,13,16-pentaenoic acids was investigated after intratesticular injection of the labeled compounds and isolation of rat Sertoli and germinal cell. Following injection of either 14C-linoleate or 14C-arachidonate, the specific activity (sp act)
Katrin Kuhnt et al.
The Journal of nutrition, 144(4), 447-460 (2014-02-21)
Dietary supplementation with echium oil (EO) containing stearidonic acid (SDA) is a plant-based strategy to improve long-chain (LC) n-3 (ω-3) polyunsaturated fatty acid (PUFA) status in humans. We investigated the effect of EO on LC n-3 PUFA accumulation in blood
B S Mohammed et al.
The Biochemical journal, 326 ( Pt 2), 425-430 (1997-09-18)
It is now established that fatty acid 7,10,13,16-22:4 is metabolized into 4,7,10,13,16-22:5 as follows: 7,10,13,16-22:4-->9,12,15, 18-24:4-->6,9,12,15,18-24:5-->4,7,10,13,16-22:5. Neither C24 fatty acid was esterified to 1-acyl-sn-glycero-3-phosphocholine (1-acyl-GPC) by microsomes, whereas the rates of esterification of 4, 7,10,13,16-22:5, 7,10,13,16-22:4 and 5,8,11,14-20:4 were respectively
B S Mohammed et al.
Archives of biochemistry and biophysics, 317(1), 179-184 (1995-02-20)
When rat liver microsomes were incubated with [1-14C]22:4(n-6) under standard conditions for measuring acyl-CoA desaturases, it was not possible to detect the synthesis of any 22:5(n-6). When malonyl-CoA and NADPH were included in the incubation, 22:4(n-6) was chain elongated to
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