Docosahexaenoic Acid methyl ester

Modify Date: 2024-01-02 16:02:26

Docosahexaenoic Acid methyl ester Structure
Docosahexaenoic Acid methyl ester structure
Common Name Docosahexaenoic Acid methyl ester
CAS Number 2566-90-7 Molecular Weight 342.515
Density 0.9±0.1 g/cm3 Boiling Point 429.9±24.0 °C at 760 mmHg
Molecular Formula C23H34O2 Melting Point N/A
MSDS USA Flash Point 103.9±21.2 °C

 Use of Docosahexaenoic Acid methyl ester


Docosahexaenoic Acid methyl ester is a methylated docosahexaenoic acid analog which can be intercalated into membrane phospholipids without being oxidized or hydrolyzed.

 Names

Name Docosahexaenoic Acid methyl ester
Synonym More Synonyms

 Docosahexaenoic Acid methyl ester Biological Activity

Description Docosahexaenoic Acid methyl ester is a methylated docosahexaenoic acid analog which can be intercalated into membrane phospholipids without being oxidized or hydrolyzed.
Related Catalog
In Vitro Sharp wave (SPW) incidence relative to baseline appears to decrease following Docosahexaenoic Acid methyl ester (DHA-Me) application[1]. There is no generation of a new protein band when bovine serum albumin (BSA) is exposed to the Fe2+ and ascorbic acid (AsA) mixed-function oxidation system in the absence of Docosahexaenoic Acid methyl ester (DHA). However, the high-molecular-weight protein band is observed after only 24 h when BSA is incubated with DHA. Incubation of BSA with 1.0 mM DHA leads to a substantial increase in protein carbonyl content and the addition of oxygen radical scavengers leads to a substantial decrease in protein carbonyl content[2].
Kinase Assay Protein (1 mg/mL) is incubated with Docosahexaenoic Acid methyl ester (DHA) (1.0 mM) in 50 mM HEPES buffer (pH 7.4) containing 0.2% (w/v) of Tween 20 at 37°C. Mannitol, histidine, sodium benzoate, or KI is added at final concentration of 0.5 M, 0.2 M, 0.5 M, or 0.1 M, respectively. Reactive oxygen species are generated by addition of FeSO4 (1 μM) and ascorbic acid (AsA, 20 μM)[2].
References

[1]. Taha AY, et al. Selective reduction of excitatory hippocampal sharp waves by docosahexaenoic acid and its methyl ester analog ex-vivo. Brain Res. 2013 Nov 6;1537:9-17.

[2]. Liu W, et al. Formation of high-molecular-weight protein adducts by methyl docosahexaenoate peroxidation products. Biochim Biophys Acta. 2007 Feb;1774(2):258-66.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 429.9±24.0 °C at 760 mmHg
Molecular Formula C23H34O2
Molecular Weight 342.515
Flash Point 103.9±21.2 °C
Exact Mass 342.255890
PSA 26.30000
LogP 7.24
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.505
Storage condition −20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard Codes F,N,Xn
Risk Phrases 11-67-65-50/53-38
Safety Phrases 16-62-61-24/25
RIDADR UN1170 3/PG 2
WGK Germany 3
Hazard Class 3.0
HS Code 29161900

 Synthetic Route

 Synonyms

4,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (all-Z)-
fame 22:6n-3
docosa-4c,7c,10c,13c,16c,19c-hexaenoic acid methyl ester
all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester
Methyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
4,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (4Z,7Z,10Z,13Z,16Z,19Z)-
Methyl (4E,7E,10E,13E,16E,19E)-4,7,10,13,16,19-docosahexaenoate
Methyl (4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-docosahexaenoate
DHA methyl ester
Docosahexaenoic acid methyl
Docosa-4c,7c,10c,13c,16c,19c-hexaensaeure-methylester
methyl 4,7,10,13,16,19-docosahexaenoate
4,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (4E,7E,10E,13E,16E,19E)-
all-cis-4,7,10,13,16,19-Docosahexaenoic acid methyl ester solution
Fame 22:6n-3,Methyl all-cis-4,7,10,13,16,19-docosahexenoate,Methyl DHA