Skip to Content
Merck
All Photos(2)

Documents

Safety Information

P7769

Sigma-Aldrich

1,2-Diacyl-sn-glycero-3-phospho-L-serine

from bovine brain, ≥97% (TLC), amorphous powder, structural phospholipid

Synonym(s):

3-sn-Phosphatidyl-L-serine, L-α-Phosphatidyl-L-serine, PS, Phosphatidylserine

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

UNSPSC Code:
12352200
NACRES:
NA.77

product name

1,2-Diacyl-sn-glycero-3-phospho-L-serine, ≥97% (TLC), from bovine brain, amorphous powder

biological source

bovine brain

Assay

≥97% (TLC)

form

amorphous powder

storage temp.

−20°C

Looking for similar products? Visit Product Comparison Guide

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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P7769-100MG:
P7769-VAR:
P7769-25MG:
P7769-PM:
P7769-25MG-KC:
P7769-PH:
P7769PROC:
P7769-BULK:
P7769-500MG:
P7769-5MG:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Regulation of the equilibrium between closed and open conformations of annexin A2 by N-terminal phosphorylation and S100A4-binding
Ecsedi P, et al.
Structure, 25(8), 1195-1207 (2017)
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)
Characterization of freeze-fractured epithelial plasma membranes on nanometer scale with ToF-SIMS
Draude F, et al.
Analytical and Bioanalytical Chemistry, 407(8), 2203-2211 (2015)
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
View All Related Papers

Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

Discover Bioactive Small Molecules for Lipid Signaling Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service