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840864C

Avanti

18:0-22:6 PA

1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phosphate (sodium salt), chloroform

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Synonym(s):
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate (sodium salt); PA(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)); 110619
Empirical Formula (Hill Notation):
C43H72O8PNa
CAS Number:
474943-30-1
Molecular Weight:
770.99
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (840864C-25mg)

manufacturer/tradename

Avanti Polar Lipids 840864C

concentration

10 mg/mL (840864C-25mg)

lipid type

phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O)=O)(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C43H73O8P.Na/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(45)51-41(40-50-52(46,47)48)39-49-42(44)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2;/h5,7,11,13,17,19,21-22,26,28,32,34,41H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-40H2,1-2H3,(H2,46,47,48);/q;+1/p-1/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-;/t41-;/m1./s1

InChI key

XMCFQIVGOJWNBA-VOYBGDFJSA-M

General description

18:0-22:6 PA or 1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phosphate (sodium salt) is a sodium salt of phosphatidic acid, with substitution of stearic acid and docosahexaenic acid at the sn-1 and sn-2 positions respectively, in the glycerol backbone.

Application

18:0-22:6 PA or 1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phosphate (sodium salt) has been used in liposomes to study its role during coat protein I (COPI) vesicle fission. It has also been used in liposomes to determine the lipid-binding properties of the Praja-1 protein.

Biochem/physiol Actions

Phosphatidic acid (PA) is known to be essential for fission stage of coat protein I (COPI) vesicle formation.

Packaging

5 mL Clear Glass Sealed Ampule (840864C-25mg)

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

Regulatory Information

危险化学品
易制毒化学品（2类）

Certificates of Analysis (COA)

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Qiang Lu et al.
FEBS letters, 594(11), 1787-1796 (2020-03-07)
Serotonin transporter (SERT) is involved in serotonergic system regulation and in the pathophysiology/therapeutics of serotonin-/SERT-related diseases such as obsessive-compulsive disorder, depression, autism, and schizophrenia. We recently revealed that diacylglycerol (DG) kinase (DGK) δ induces ubiquitination/degradation of SERT in a DGK
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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