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P5660

Sigma-Aldrich

3-sn-Phosphatidyl-L-serine sodium salt from bovine brain

≥95% (TLC)

Synonym(s):

1,2-Diacyl-sn-glycero-3-phospho-L-serine, L-α-Phosphatidyl-L-serine sodium salt

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About This Item

MDL number:
MFCD00077390
UNSPSC Code:
12352200
PubChem Substance ID:
24898688
NACRES:
NA.77

Quality Level

200

Assay

≥95% (TLC)

form

powder

storage temp.

−20°C

SMILES string

[Na+].CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCCC

InChI

1S/C42H82NO10P.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;/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/t38-,39+;/m1./s1

InChI key

SJRBMGBLPUBGJL-MBAWARMDSA-M

General description

Phosphatidylserine is an anionic phospholipid, which is found on the plasma membrane. Exposure of phosphatidylserine on the surface of plasma membrane stimulates the removal of apoptotic and red blood cells. It regulates the production of thrombin and maintains hemostasis.

Application

3-sn-Phosphatidyl-L-serine sodium salt from bovine brain has been used as a glycosylphosphatidylinositol (GPI)-anchor control.

Biochem/physiol Actions

A slowly metabolized structural phospholipid found mainly in gray matter.

Caution

Solutions exposed to room temperature will decompose about 0.5% per day.

Preparation Note

Washed with EDTA and converted to a sodium salt.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Phosphatidylserine exposure during apoptosis is a cell-type-specific event and does not correlate with plasma membrane phospholipid scramblase expression
Fadeel B, et al.
Biochemical and Biophysical Research Communications, 266(2), 504-511 (1999)
TIMP-1-GPI in combination with hyperthermic treatment of melanoma increases sensitivity to FAS-mediated apoptosis
Djafarzadeh R, et al.
Cancer Immunology, Immunotherapy, 58(3), 361-361 (2009)
The role of phosphatidylserine in recognition and removal of erythrocytes.
Kuypers FD
Cellular and molecular biology (Noisy-le-Grand, France), 50(2), 147-158 (2004)
Exposure of platelet membrane phosphatidylserine regulates blood coagulation
Lentz BR
Progress in Lipid Research, 42(5), 423-438 (2003)
Julien Perino et al.
Antiviral research, 89(1), 89-97 (2010-11-26)
Vaccinia virus (VACV) was used as a surrogate of Variola virus (genus Orthopoxvirus), the causative agent of smallpox, to study orthopoxvirus infection via the respiratory airway. Lung surfactant, a physiological barrier to infection encountered by the virus, is predominantly composed
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