PHOSPHATIDYL SERINE

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
Thyroxine signal transduction in liver cells involves phospholipase C and phospholipase D activation. Genomic independent action of thyroid hormone.	2001	11312999
Flow cytometry in analysis of cell cycle and apoptosis.	2001 Apr	11309699
A subfraction of the yeast endoplasmic reticulum associates with the plasma membrane and has a high capacity to synthesize lipids.	2001 Apr	11298754
Molecular consequences of activated microglia in the brain: overactivation induces apoptosis.	2001 Apr	11279274
In vitro study of monocyte viability during the initial adhesion to albumin- and fibrinogen-coated surfaces.	2001 Apr	11246951
The role of intracellular Ca(2+) in apoptosis induced by hyperthermia and its enhancement by verapamil in U937 cells.	2001 Apr 1	11286845
Plasma glucosylceramide deficiency as potential risk factor for venous thrombosis and modulator of anticoagulant protein C pathway.	2001 Apr 1	11264150
Pulmonary surfactant protein SP-B is significantly more immunoreactive in anionic than in zwitterionic bilayers.	2001 Apr 13	11311247
CD99 signals caspase-independent T cell death.	2001 Apr 15	11290771
Purification and characterization of thiol-reagent-sensitive glycerol-3-phosphate acyltransferase from the membrane fraction of an oleaginous fungus.	2001 Apr 15	11284717
Apoptotic cell debris and phosphatidylserine-containing lipid vesicles induce apolipoprotein J (clusterin) gene expression in vital fibroblasts.	2001 Apr 15	11281639
Mechanisms underlying neuronal death induced by chromogranin A-activated microglia.	2001 Apr 20	11124958
Domain formation in a fluid mixed lipid bilayer modulated through binding of the C2 protein motif.	2001 Apr 3	11300799
Efficient gene transfer of VSV-G pseudotyped retroviral vector to human brain tumor.	2001 Feb	11313800
How do lipases and esterases work: the electrostatic contribution.	2001 Feb 13	11165360
Detection of individual phospholipids in lipid mixtures by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry: phosphatidylcholine prevents the detection of further species.	2001 Feb 15	11161314
Involvement of p38 MAP Kinase in the inhibitory effects of phosphatidylserine liposomes on nitric oxide production from macrophages stimulated with LPS.	2001 Feb 2	11162622
Selective protein interactions with phosphatidylserine containing liposomes alter the steric stabilization properties of poly(ethylene glycol).	2001 Feb 9	11342147
The influence of lipid composition and divalent cations on annexin V binding to phospholipid mixtures.	2001 Jan	11314866
Modulation of apoptosis by procaspase-2 short isoform: selective inhibition of chromatin condensation, apoptotic body formation and phosphatidylserine externalization.	2001 Jan 11	11313953
Identification of novel membrane-bound phospholipase D from Streptoverticillium cinnamoneum, possessing only hydrolytic activity.	2001 Jan 15	11341956
AMPA receptor regulation and LTP in the hippocampus of young and aged apolipoprotein E-deficient mice.	2001 Jan-Feb	11164271
Role of ceramide in mediating the inhibition of telomerase activity in A549 human lung adenocarcinoma cells.	2001 Jul 6	11335714
Physical properties of erythrocyte ghosts that determine susceptibility to secretory phospholipase A2.	2001 Jun 22	11294853
Nuclear diacylglycerol kinase-theta is activated in response to alpha-thrombin.	2001 Jun 29	11309392
Brain and hippocampus fatty acid composition in phospholipid classes of aged-relative cognitive deficit rats.	2001 Mar	11334555
Incorporation of 1-(14)C linoleic acid in rat liver nuclei and chromatin fractions.	2001 Mar	11311857
Contribution of platelet-derived factor Va to thrombin generation on immobilized collagen- and fibrinogen-adherent platelets.	2001 Mar	11307823
Complement activation by apoptotic endothelial cells following hypoxia/reoxygenation.	2001 Mar	11298836
The metabotropic glutamate receptor system protects against ischemic free radical programmed cell death in rat brain endothelial cells.	2001 Mar	11295881
Purpurin-18 in combination with light leads to apoptosis or necrosis in HL60 leukemia cells.	2001 Mar	11281026
The complement system enhances the clearance of phosphatidylserine (PS)-liposomes in rat and guinea pig.	2001 Mar 14	11250105
A cluster of basic amino acid residues in calcineurin b participates in the binding of calcineurin to phosphatidylserine vesicles.	2001 May	11328610
Phospholipids released from activated platelets improve platelet aggregation and endothelial cell migration.	2001 May	11304418
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 May 1	11309810
Supravital exposure to propidium iodide identifies apoptosis on adherent cells.	2001 May 1	11309809
Molten-globule structure and membrane binding of the N-terminal protease-resistant domain (63-193) of the steroidogenic acute regulatory protein (StAR).	2001 May 15	11336647
The use of prothrombin(S525C) labeled with fluorescein to directly study the inhibition of prothrombinase by antithrombin during prothrombin activation.	2001 May 25	11278943

Patents

Name

Type

Language

PHOSPHATIDYL SERINE

Common Name

English

Phosphatidyl serine [WHO-DD]

Common Name

English

PHOSPHATIDYLSERINE [INCI]

Common Name

English

PHOSPHATIDYLSERINE

Official Name

English

PHOSPHOTIDYLSERINE [VANDF]

Common Name

English

PHOSPHATIDYLSERINE [VANDF]

Common Name

English

PHOSPHOTIDYLSERINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C68340