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800742C

Avanti

N-20:4 L-Serine (ARA-S)

N-arachidonoyl L-serine, chloroform

Synonym(s):

ARA-S; 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine; (S)-3-hydroxy-2-(5Z,8Z,11Z,14Z)-eicosatetraenamidopropanoate; (S)-3-hydroxy-2-arachidonamidopropanoate

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About This Item

Empirical Formula (Hill Notation):
C23H37NO4
CAS Number:
1246355-55-4
Molecular Weight:
391.54
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (800742C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 800742C

concentration

5 mg/mL (800742C-5mg)

lipid type

bioactive lipids
phosphoglycerides

shipped in

dry ice

storage temp.

−20°C

General description

N-20:4 L-Serine (ARA-S), a unique lipoamino acid is endogenous in nature. It is localized to the brain. It has structural resemblance with anandamide, an endocannabinoid.

Biochem/physiol Actions

N-20:4 L-Serine (ARA-S) is a signaling lipid that regulates neuronal-type Ca2+ channels in the brain. ARA-S is known to produce endothelium-dependent arterial vasodilatation in vitro. It is also found to exert neuroprotective action following brain injury.

Packaging

5 mL Clear Glass Sealed Ampule (800742C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Esther Shohami et al.
British journal of pharmacology, 163(7), 1402-1410 (2011-03-23)
Traumatic brain injury (TBI) represents the leading cause of death in young individuals. It triggers the accumulation of harmful mediators, leading to secondary damage, yet protective mechanisms are also set in motion. The endocannabinoid (eCB) system consists of ligands, such
Grzegorz Godlewski et al.
The Journal of pharmacology and experimental therapeutics, 328(1), 351-361 (2008-10-17)
The novel endocannabinoid-like lipid N-arachidonoyl L-serine (ARA-S) causes vasodilation through both endothelium-dependent and -independent mechanisms. We have analyzed the vasorelaxant effect of ARA-S in isolated vascular preparations and its effects on Ca(2+)-activated K(+) currents in human embryonic kidney cells stably
Ziqiang Guan
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(26), 2814-2821 (2009-03-24)
Discovery and structural elucidation of novel brain lipids hold great promise in revealing new lipid functions in the brain and in understanding the biochemical mechanisms underlying brain physiology and pathology. The revived interests in searching for novel brain lipids have
Robert C Murphy et al.
Journal of lipid research, 60(2), 219-226 (2019-01-05)
Leukotrienes (LTs) are autacoids derived from the precursor arachidonic acid (AA) via the action of five-lipoxygenase (5-LO). When inflammatory cells are activated, 5-LO translocates to the nuclear membrane to initiate oxygenation of AA released by cytosolic phospholipase A2 (cPLA2) into
Seung-Yeol Park et al.
Nature communications, 10(1), 3409-3409 (2019-08-01)
Studies on vesicle formation by the Coat Protein I (COPI) complex have contributed to a basic understanding of how vesicular transport is initiated. Phosphatidic acid (PA) and diacylglycerol (DAG) have been found previously to be required for the fission stage
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