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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 Polar Lipids 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

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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
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
Suguru Komenoi et al.
FEBS letters, 589(11), 1272-1277 (2015-04-12)
Diacylglycerol kinase (DGK) η plays important roles in various patho-physiological events such as oncogenesis. In this study, we performed an enzymological characterization of DGKη splice variant 1 (DGKη1). The Km value for diacylglycerol was 0.14 mol%. Intriguingly, the Km value

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