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840039P

Avanti

18:0-18:1 PS

1-stearoyl-2-oleoyl-sn-glycero-3-phospho-L-serine (sodium salt), powder

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Synonym(s):
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine (sodium salt); SOPS; PS(18:0/18:1(9Z)); 110672
Empirical Formula (Hill Notation):
C42H79NO10PNa
CAS Number:
321883-23-2
Molecular Weight:
812.04
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (840039P-10mg)
pkg of 2 × 100 mg (840039P-200mg)

manufacturer/tradename

Avanti Polar Lipids 840039P

lipid type

phospholipids
cardiolipins

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\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

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 phosphoserine as the backbone.

Application

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

Biochem/physiol Actions

Phosphatidylserine (PS) plays a key role in protein kinase C pathways.

Packaging

5 mL Clear Glass Sealed Ampule (840039P-10mg)
5 mL Clear Glass Sealed Ampule (840039P-200mg)

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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
Kristof Schutters et al.
Apoptosis : an international journal on programmed cell death, 15(9), 1072-1082 (2010-05-05)
Cells are able to execute apoptosis by activating series of specific biochemical reactions. One of the most prominent characteristics of cell death is the externalization of phosphatidylserine (PS), which in healthy cells resides predominantly in the inner leaflet of the
Katarzyna Gajos et al.
Analytical and bioanalytical chemistry, 409(4), 1109-1119 (2016-11-09)
Among the various biomarkers that are used to diagnose or monitor disease, extracellular vesicles (EVs) represent one of the most promising targets in the development of new therapeutic strategies and the application of new diagnostic methods. The detection of circulating
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
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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