800742C
Avanti
N-20:4 L-Serine (ARA-S)
N-arachidonoyl L-serine, chloroform
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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
Empirical Formula (Hill Notation):
C23H37NO4
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)
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Regulatory Information
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Certificates of Analysis (COA)
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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
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
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
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