5Z,8Z,11Z,14Z-EICOSATETRAENOIC-5,6,8,9,11,12,14,15-D8 ACID Chemical Properties

Melting point:

-49 °C(lit.)

Boiling point:

169-171 ;°C/0.15 ;mmHg(lit. )

Density 

0.945 g/mL at 25 °C

Flash point:

-16 °C

storage temp. 

-20°C

solubility 

0.1 M Na2CO3: 1.7 mg/ml; DMF: >100 mg/ml; DMSO: >100 mg/ml; Ethanol: Miscible

form 

methyl acetate solution

color 

Colorless to light yellow

Stability:

Light Sensitive, Temperature Sensitive

CAS Number Unlabeled

506-32-1

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36-66-67-19

Safety Statements 

16-26-29-33

RIDADR 

UN 1231 3/PG 2

WGK Germany 

1

MSDS

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5Z,8Z,11Z,14Z-EICOSATETRAENOIC-5,6,8,9,11,12,14,15-D8 ACID Usage And Synthesis

Description

Arachidonic acid-d₈ contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of arachidonic acid by GC- or LC-mass spectrometry. Arachidonic acid is an essential fatty acid and a precursor for all prostaglandins, thromboxanes, and leukotrienes. Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways. Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are all important aspects of cell signaling and inflammation.

Uses

Arachidonic Acid-d8 is the deuterated form of Arachidonic Acid (A765000), which is an essential fatty acid and a precursor in biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in the liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and it is also a constituent of animal phosphatides.

References

[1] ROBERT D. BURGOYNE  Alan M. The control of free arachidonic acid levels[J]. Trends in Biochemical Sciences, 1990, 15 10: Pages 365-366. DOI: 10.1016/0968-0004(90)90227-3
[2] ANDREW B. NIXON  Robert L W  Dianne G Greene. Comparison of acceptor and donor substrates in the CoA-independent transacylate reaction in human neutrophils[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1996, 1300 3: Pages 187-196. DOI: 10.1016/0005-2760(96)00011-2
[3] BINGPENG YAN. Characterization of the Lipidomic Profile of Human Coronavirus-Infected Cells: Implications for Lipid Metabolism Remodeling upon Coronavirus Replication.[J]. Viruses, 2019. DOI: 10.3390/v11010073
[4] MYUNGSUN SHIN . Diacylglycerol Lipase-β Is Required for TNF-α Response but Not CD8+ T Cell Priming Capacity of Dendritic Cells[J]. Cell Chemical Biology, 2019, 26 7: Pages 1036-1041.e3. DOI: 10.1016/j.chembiol.2019.04.002
[5] SEVIM ERCAN. Induction of omega 6 inflammatory pathway by sodium metabisulfite in rat liver and its attenuation by ghrelin.[J]. Lipids in Health and Disease, 2015, 14: 7. DOI: 10.1186/s12944-015-0008-3
[6] VOJISLAV JOVANOVI?. Lipid anti-lipid antibody responses correlate with disease activity in systemic lupus erythematosus.[J]. ACS Applied Bio Materials, 2013: e55639. DOI: 10.1371/journal.pone.0055639
[7] CAROL A ROUZER  Lawrence J M. Glycerylprostaglandin synthesis by resident peritoneal macrophages in response to a zymosan stimulus.[J]. The Journal of Biological Chemistry, 2005: 26690-26700. DOI: 10.1074/jbc.m501021200

5Z,8Z,11Z,14Z-EICOSATETRAENOIC-5,6,8,9,11,12,14,15-D8 ACID(69254-37-1)Related Product Information

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