1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-[PHOSPHO-L-SERINE](SODIUM SALT) Chemical Properties

storage temp. 

-20°C

solubility 

Chloroform: 1 mg/ml

form 

powder or crystals

color 

White to off-white

biological source

synthetic

InChIKey

RQYKXRYGZHMUSU-JEAFVVATSA-M

SMILES

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

Safety Information

WGK Germany 

3

Storage Class

11 - Combustible Solids

1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-[PHOSPHO-L-SERINE](SODIUM SALT) Usage And Synthesis

Uses

2-?Oleoyl-?1-?palmitoyl-?sn-?glycero-?3-?phospho-?L-?serine Sodium Salt is a reagent that triggered the release of 5-Aminolevulinic acid (5-ALA) from stealth liposomes. A negatively charged membrane lipid.

Uses

Forms negatively charged lipid bilayers. A molecular dynamics simulation indicates that Na⁺ ions penetrate unexpectedly far into the bilayer, well beyond the hydrophilic end groups.

General Description

Phosphoserine/phosphatidylserine (PS) is an endogenous phospholipid, that is found in all polyanionic macromolecules.

Biochem/physiol Actions

Phosphoserine?(PS) can be used as a template for the recognition of cancer antigen 125 (CA 125). It is very essential for healthy nerve cell membranes and myelin. Exogenous PS can be actively absorbed in humans. It has the ability to cross the blood-brain barrier. It plays a key role in the formation of short-term memory, the ability to create new memories, to focus attention, to reason and solve problems and several other cognitive activities. It actively participates in the locomotor functions, like rapid reactions and reflexes.

References

[1] VITALII I. SILIN  David P H. pH dependent electrical properties of the inner- and outer- leaflets of biomimetic cell membranes[J]. Journal of Colloid and Interface Science, 2021, 594: Pages 279-289. DOI: 10.1016/j.jcis.2021.03.016
[2] MINZHI YU  Troy H  Kristen Hong Dorsey, ANNA SCHWENDEMAN*   Enhancement of Anti-inflammatory Effects of Synthetic High-Density Lipoproteins by Incorporation of Anionic Lipids[J]. Molecular Pharmaceutics, 2023, 20 11: 5454-5462. DOI: 10.1021/acs.molpharmaceut.3c00175