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Safety Information

840063C

Avanti

18:0-18:2 PS

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

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Synonym(s):
1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine (sodium salt); PS(18:0/18:2(9Z,12Z))
Empirical Formula (Hill Notation):
C42H77NO10PNa
CAS Number:
322647-11-0
Molecular Weight:
810.03
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (840063C-10mg)

manufacturer/tradename

Avanti Polar Lipids 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)

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 Information

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Xinlu Wang et al.
Ecotoxicology and environmental safety, 169, 120-127 (2018-11-18)
Polychlorinated biphenyls (PCBs) are persistent organic pollutants (POPs) that have neurotoxicity, reproductive toxicity, hepatotoxicity and immunotoxicity in both animals and humans. Few studies have focused on the changes to endogenous glycerophospholipid metabolism caused by PCB153. To evaluate the relationships between
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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