P7769
1,2-Diacyl-sn-glycero-3-phospho-L-serine
≥97% (TLC), from bovine brain, amorphous powder
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Synonym(s):
3-sn-Phosphatidyl-L-serine, L-α-Phosphatidyl-L-serine, PS, Phosphatidylserine
UNSPSC Code:
12352200
NACRES:
NA.77
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Application
1,2-Diacyl-sn-glycero-3-phospho-L-serine has been used:
- as a lipid standard in time-of-flight secondary ion mass spectrometry (ToF-SIMS) spectral fingerprints
- as a reference standard in thin layer chromatography (TLC) for quantifying lipids from astrocyte-conditioned media (ACM) treated fibroblasts
- as a component of large unilamellar vesicles for annexin A2 aggregation studies
Biochem/physiol Actions
1,2-Diacyl-sn-glycero-3-phospho-L-serine or phosphatidylserine (PS) is a structurally diverse acidic phospholipid having fatty acid ester at the glycerol sn positions. Bovine brain cortex based PS is a potent brain nutrient. It favors neurotransmission and may improve memory in dementia. PS is also the major membrane phospholipid associated with the nuclear membrane, myelin, endoplasmic reticulum, Golgi and mitochondria. The synthesis of PS is catalyzed by phosphatidylserine synthase 1 from L-serine and CDP-diacylglycerol in the mitochondria-associated membrane (MAM) domains of the endoplasmic reticulum. PS is externalized during phagocytosis and is dysregulated in tumors making it a potential marker for therapeutic targeting.
A slowly metabolized structural phospholipid found mainly in gray matter.
Features and Benefits
This compound is featured on the Phospholipase D and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Caution
Solutions exposed to room temperature will decompose about 0.5% per day.
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)
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ApoE4 upregulates the activity of mitochondria-associated ER membranes
Tambini MD, et al.
EMBO Reports, 17(1), 27-36 (2016)
Comparison of molecular species of various transphosphatidylated phosphatidylserine (PS) with bovine cortex PS by mass spectrometry
Chen S and Li KW
Chemistry and Physics of Lipids, 152(1), 46-56 (2008)
Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells
Vance JE and Tasseva G
Biochimica et biophysica acta. General subjects, 1831(3), 543-554 (2013)
Phosphatidylserine is a global immunosuppressive signal in efferocytosis, infectious disease, and cancer
Birge RB, et al.
Cell Death and Differentiation, 23(6), 962-962 (2016)
Thorsten Keller et al.
Molecular pharmacology, 95(2), 169-182 (2018-11-10)
Organic cation transporters OCT1 (SLC22A1) and OCT2 (SLC22A2) are critically involved in absorption and excretion of diverse cationic drugs. Because drug-drug interactions at these transporters may induce adverse drug effects in patients, in vitro testing during drug development for interaction
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