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Merck

840039C

Avanti

18:0-18:1 PS

Avanti Research™ - A Croda Brand

Synonym(s):

1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine (sodium salt); SOPS; PS(18:0/18:1(9Z)); 110672

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About This Item

Empirical Formula (Hill Notation):
C42H79NO10PNa
CAS Number:
321883-23-2
Molecular Weight:
812.04
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

18:0-18:1 PS, 1-stearoyl-2-oleoyl-sn-glycero-3-phospho-L-serine (sodium salt), chloroform

form

liquid

SMILES string

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

InChI

1S/C42H80NO10P.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;/h18,20,38-39H,3-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/b20-18-;/t38-,39+;/m1./s1

InChI key

ALPKKMIPHGSQRX-NJZWBUMZSA-M

assay

>99% (TLC)

packaging

pkg of 1 × 1 mL (840039C-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 840039C

concentration

10 mg/mL (840039C-10mg)

lipid type

phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

18:0-18:1 PS (1-stearoyl-2-oleoyl-sn-glycero-3-phospho-L-serine (sodium salt)) may be used:
  • in the preparation of liposomes
  • for liposome binding assays
  • to generate multilamellar phospholipid vesicles

Biochem/physiol Actions

Phosphatidylserine (PtdSer) plays a key role in various intracellular signaling pathways. It also participates in apoptosis and blood clotting.

General description

18:0-18:1 PS (1-stearoyl-2-oleoyl-sn-glycero-3-phospho-L-serine) is a sodium salt of a modified lipid which has a phosphoserine head group. This anionic lipid has asymmetric acyl chains.

Packaging

5 mL Clear Glass Sealed Ampule (840039C-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

wgk

WGK 3

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Yong Zhou et al.
Cell, 168(1-2), 239-251 (2017-01-04)
K-Ras is targeted to the plasma membrane by a C-terminal membrane anchor that comprises a farnesyl-cysteine-methyl-ester and a polybasic domain. We used quantitative spatial imaging and atomistic molecular dynamics simulations to examine molecular details of K-Ras plasma membrane binding. We
Julie K Freed et al.
Endothelium : journal of endothelial cell research, 15(4), 225-230 (2008-07-30)
Previous studies have demonstrated that endothelial cells exposed to laminar shear stress are protected from apoptotic stimuli such as tumor necrosis factor (TNF)-alpha. The authors investigated the role of phosphatidylserine (PS) in this phenomenon. Western blot analysis of cleaved caspase
Anne Jäkel et al.
Protein & cell, 1(2), 188-197 (2011-01-05)
The role of surfactant protein A (SP-A) in the recognition and clearance of apoptotic cells is well established, but to date, it is still not clear which surface molecules of apoptotic cells are involved in the process. Here we present
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
John M Harrington et al.
The Journal of biological chemistry, 289(36), 24811-24820 (2014-07-20)
Haptoglobin-related protein (Hpr) is a component of a minor subspecies of high density lipoproteins (HDL) that function in innate immunity. Here we show that assembly of Hpr into HDL is mediated by its retained N-terminal signal peptide, an unusual feature
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