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840063C

Avanti

18:0-18:2 PS

1-stearoyl-2-linoleoyl-sn-glycero-3-phospho-L-serine (sodium salt), chloroform

Synonym(s):

1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine (sodium salt); PS(18:0/18:2(9Z,12Z))

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About This Item

Empirical Formula (Hill Notation):
C42H77NO10PNa
CAS Number:
322647-11-0
Molecular Weight:
810.03
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (840063C-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 840063C

concentration

10 mg/mL (840063C-10mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C42H78NO10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h12,14,18,20,38-39H,3-11,13,15-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/b14-12-,20-18-;/t38-,39+;/m1./s1

InChI key

AHMHWPOYIVVEKN-PTDXFASBSA-M

General description

18:0-18:2 PS or 1-stearoyl-2-linoleoyl-sn-glycero-3-phospho-L-serine is an asymmetric polyunsaturated phospholipid.

Application

18:0-18:2 PS or 1-stearoyl-2-linoleoyl-sn-glycero-3-phospho-L-serine has been used in the preparation of liposomes. It might be used as a standard for the analysis of glycerophospholipid metabolism after exposure to polychlorinated biphenyl (PCB)-153 in PC12 cells through targeted lipidomics by ultra-high-performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) method.

Packaging

5 mL Clear Glass Sealed Ampule (840063C-10mg)

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)

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Marco M Manni et al.
eLife, 7 (2018-03-16)
Phospholipid membranes form cellular barriers but need to be flexible enough to divide by fission. Phospholipids generally contain a saturated fatty acid (FA) at position sn1 whereas the sn2-FA is saturated, monounsaturated or polyunsaturated. Our understanding of the impact of
Warren G Hill et al.
American journal of physiology. Cell physiology, 289(1), C33-C41 (2005-02-25)
Caveolae are invaginated membrane structures with high levels of cholesterol, sphingomyelin, and caveolin protein that are predicted to exist as liquid-ordered domains with low water permeability. We isolated a caveolae-enriched membrane fraction without detergents from rat lung and characterized its
Anik Forest et al.
Journal of proteome research, 17(11), 3657-3670 (2018-09-27)
The goal of this work was to develop a label-free, comprehensive, and reproducible high-resolution liquid chromatography-mass spectrometry (LC-MS)-based untargeted lipidomic workflow using a single instrument, which could be applied to biomarker discovery in both basic and clinical studies. For this
Peter A Leventis et al.
Annual review of biophysics, 39, 407-427 (2010-03-03)
Phosphatidylserine (PS) is the most abundant negatively charged phospholipid in eukaryotic membranes. PS directs the binding of proteins that bear C2 or gamma-carboxyglutamic domains and contributes to the electrostatic association of polycationic ligands with cellular membranes. Rather than being evenly

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