PHOSPHATIDYL SERINE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C42H82NO10P
Molecular Weight	792.0749
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC

InChI

InChIKey=TZCPCKNHXULUIY-RGULYWFUSA-N

InChI=1S/C42H82NO10P/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)/t38-,39+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3568613 | https://www.ncbi.nlm.nih.gov/pubmed/17665876

DB00144 (1-propionyl-2-butyl phosphatidylserine) is a phosphatidylserine derivative. It consists of a propionic and butyric acid residues attached in ester linkage to the first and second carbon of glycerol and serine attached through a phosphodiester linkage to the third carbon of the glycerol. DB00144 is not found in natural sources of phosphatidylserine, which contain fatty acids with a length of 20-22 carbon atoms. DB00144 was detected as one of the cellular metabolites in murine myocardium.

Approval Year

PubMed

Title	Date	PubMed
Role of ceramide in mediating the inhibition of telomerase activity in A549 human lung adenocarcinoma cells.	2001-07-06	11335714
Enhancement of transport-dependent decarboxylation of phosphatidylserine by S100B protein in permeabilized Chinese hamster ovary cells.	2001-06-29	11320095
Nuclear diacylglycerol kinase-theta is activated in response to alpha-thrombin.	2001-06-29	11309392
Physical properties of erythrocyte ghosts that determine susceptibility to secretory phospholipase A2.	2001-06-22	11294853
Role of hydrophobic residues in the C1b domain of protein kinase C delta on ligand and phospholipid interactions.	2001-06-01	11278612
The use of prothrombin(S525C) labeled with fluorescein to directly study the inhibition of prothrombinase by antithrombin during prothrombin activation.	2001-05-25	11278943
Molten-globule structure and membrane binding of the N-terminal protease-resistant domain (63-193) of the steroidogenic acute regulatory protein (StAR).	2001-05-15	11336647
Determination of substrate preference in phosphatidylserine decarboxylation by liquid chromatography-electrospray ionization mass spectrometry.	2001-05-01	11319827
Role of oxidative stress in the apoptotic cell death of cultured cerebellar granule neurons.	2001-05-01	11319773
Oncosis is associated with exposure of phosphatidylserine residues on the outside layer of the plasma membrane: a reconsideration of the specificity of the annexin V/propidium iodide assay.	2001-05-01	11309810
Supravital exposure to propidium iodide identifies apoptosis on adherent cells.	2001-05-01	11309809
Mechanism of action of anti-proliferative lysophospholipid analogues against the protozoan parasite Trypanosoma cruzi: potentiation of in vitro activity by the sterol biosynthesis inhibitor ketoconazole.	2001-05	11328763
A cluster of basic amino acid residues in calcineurin b participates in the binding of calcineurin to phosphatidylserine vesicles.	2001-05	11328610
Phospholipids released from activated platelets improve platelet aggregation and endothelial cell migration.	2001-05	11304418
Will imaging of apoptosis play a role in clinical care? A tale of mice and men.	2001-04-26	11321034
CD99 signals caspase-independent T cell death.	2001-04-15	11290771
Purification and characterization of thiol-reagent-sensitive glycerol-3-phosphate acyltransferase from the membrane fraction of an oleaginous fungus.	2001-04-15	11284717
Apoptotic cell debris and phosphatidylserine-containing lipid vesicles induce apolipoprotein J (clusterin) gene expression in vital fibroblasts.	2001-04-15	11281639
Pulmonary surfactant protein SP-B is significantly more immunoreactive in anionic than in zwitterionic bilayers.	2001-04-13	11311247
Domain formation in a fluid mixed lipid bilayer modulated through binding of the C2 protein motif.	2001-04-03	11300799
The role of intracellular Ca(2+) in apoptosis induced by hyperthermia and its enhancement by verapamil in U937 cells.	2001-04-01	11286845
Plasma glucosylceramide deficiency as potential risk factor for venous thrombosis and modulator of anticoagulant protein C pathway.	2001-04-01	11264150
Flow cytometry in analysis of cell cycle and apoptosis.	2001-04	11309699
A subfraction of the yeast endoplasmic reticulum associates with the plasma membrane and has a high capacity to synthesize lipids.	2001-04	11298754
Molecular consequences of activated microglia in the brain: overactivation induces apoptosis.	2001-04	11279274
Involvement of phosphatidylserine exposure in the recognition and phagocytosis of uremic erythrocytes.	2001-04	11273881
Dipole potentials indicate restructuring of the membrane interface induced by gadolinium and beryllium ions.	2001-04	11259298
In vitro study of monocyte viability during the initial adhesion to albumin- and fibrinogen-coated surfaces.	2001-04	11246951
Oxalate-induced redistribution of phosphatidylserine in renal epithelial cells: implications for kidney stone disease.	2001-03-29	11275638
Characterization of calcitonin-containing liposome formulations for intranasal delivery.	2001-03-20	11253938
The complement system enhances the clearance of phosphatidylserine (PS)-liposomes in rat and guinea pig.	2001-03-14	11250105
C2 domains from different Ca2+ signaling pathways display functional and mechanistic diversity.	2001-03-13	11258923
Differential lipid specificities of the repeated domains of annexin IV.	2001-03-09	11257523
Brain and hippocampus fatty acid composition in phospholipid classes of aged-relative cognitive deficit rats.	2001-03	11334555
Schineria larvae gen. nov., sp. nov., isolated from the 1st and 2nd larval stages of Wohlfahrtia magnifica (Diptera: Sarcophagidae).	2001-03	11321085
Incorporation of 1-(14)C linoleic acid in rat liver nuclei and chromatin fractions.	2001-03	11311857
Contribution of platelet-derived factor Va to thrombin generation on immobilized collagen- and fibrinogen-adherent platelets.	2001-03	11307823
Complement activation by apoptotic endothelial cells following hypoxia/reoxygenation.	2001-03	11298836
The metabotropic glutamate receptor system protects against ischemic free radical programmed cell death in rat brain endothelial cells.	2001-03	11295881
Purpurin-18 in combination with light leads to apoptosis or necrosis in HL60 leukemia cells.	2001-03	11281026
Apoptosis in refractory anaemia with ringed sideroblasts is initiated at the stem cell level and associated with increased activation of caspases.	2001-03	11260077
Cholesterol favors phase separation of sphingomyelin.	2001-02-15	11254209
How do lipases and esterases work: the electrostatic contribution.	2001-02-13	11165360
Selective protein interactions with phosphatidylserine containing liposomes alter the steric stabilization properties of poly(ethylene glycol).	2001-02-09	11342147
Efficient gene transfer of VSV-G pseudotyped retroviral vector to human brain tumor.	2001-02	11313800
Early stages of p53-induced apoptosis are reversible.	2001-02	11313720
Identification of novel membrane-bound phospholipase D from Streptoverticillium cinnamoneum, possessing only hydrolytic activity.	2001-01-15	11341956
Modulation of apoptosis by procaspase-2 short isoform: selective inhibition of chromatin condensation, apoptotic body formation and phosphatidylserine externalization.	2001-01-11	11313953
The influence of lipid composition and divalent cations on annexin V binding to phospholipid mixtures.	2001-01	11314866
Thyroxine signal transduction in liver cells involves phospholipase C and phospholipase D activation. Genomic independent action of thyroid hormone.	2001	11312999

Patents

Name

Type

Language

PHOSPHATIDYL SERINE

Common Name

English

PHOSPHATIDYLSERINE

Preferred Name

English

Phosphatidyl serine [WHO-DD]

Common Name

English

PHOSPHOTIDYLSERINE [VANDF]

Common Name

English

PHOSPHATIDYLSERINE [VANDF]

Common Name

English

PHOSPHOTIDYLSERINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C68340