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MilliporeSigma

860403C

Avanti

16:0-d31-18:1 PS

Avanti Research - A Croda Brand 860403C

Sinónimos:

1-palmitoyl-d31-2-oleoyl-sn-glycero-3-[phospho-L-serine] (sodium salt)

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About This Item

Fórmula empírica (notación de Hill):
C40H44NO10PNaD31
Número de CAS:
Peso molecular:
815.18
UNSPSC Code:
12352100
NACRES:
NA.12

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (860403C-10mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860403C

concentration

10 mg/mL (860403C-10mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([

InChI

1S/C40H76NO10P.Na/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47);/q;+1/p-1/b18-17-;/t36-,37+;/m1./s1/i2D3,4D2,6D2,8D2,10D2,12D2,14D2,16D2,19D2,21D2,23D2,25D2,27D2,29D2,31D2;

InChI key

RQYKXRYGZHMUSU-XETPNRLVSA-M

General description

16:0-d31-18:1 PS is a deuterated phosphatidylserine (PS), a glycerophospholipid and a natural phospholipid nutrient. It is a vital part of the cell membrane. PS is present in the brain, lungs, heart, liver and skeletal muscle.
Deuterated fatty acids experience exchange of the deuteriums on the alpha carbon to the carbonyl, i.e., C2 position, and will therefore be a mixture of compounds that are fully deuterated and partially deuterated at that position.

Application

16:0-d31-18:1 PS has been used as an internal standard to quantify fatty acid methyl esters (FAMES) using electrospray ionization tandem mass spectrometry (ESI-MS/MS)-based lipidomic analysis.

Biochem/physiol Actions

Phosphatidylserine (PS) is implicated in apoptosis and blood clotting. It controls the activity of receptors, ion channels, enzymes and signaling molecules. PS also regulates membrane fluidity. It exhibits ergogenic properties and represses muscle soreness in athletes.

Packaging

5 mL Clear Glass Sealed Ampule (860403C-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

wgk_germany

WGK 3


Certificados de análisis (COA)

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Delineating the rules for structural adaptation of membrane-associated proteins to evolutionary changes in membrane lipidome
Makarova M, et al.
Current Biology (2020)
Sensing phosphatidylserine in cellular membranes
Kay JG and Grinstein S
Sensors, 11(2) (2011)
The effects of phosphatidylserine on endocrine response to moderate intensity exercise
Starks MA, et al.
Journal of the International Society of Sports Nutrition, 5(1), 11-11 (2008)
Yaxi Wang et al.
The Journal of cell biology, 219(5) (2020-04-19)
The yeast phosphatidylserine (PtdSer) decarboxylase Psd2 is proposed to engage in a membrane contact site (MCS) for PtdSer decarboxylation to phosphatidylethanolamine (PtdEtn). This proposed MCS harbors Psd2, the Sec14-like phosphatidylinositol transfer protein (PITP) Sfh4, the Stt4 phosphatidylinositol (PtdIns) 4-OH kinase
Peter A Leventis et al.
Annual review of biophysics, 39, 407-427 (2010-03-03)
Phosphatidylserine (PS) is the most abundant negatively charged phospholipid in eukaryotic membranes. PS directs the binding of proteins that bear C2 or gamma-carboxyglutamic domains and contributes to the electrostatic association of polycationic ligands with cellular membranes. Rather than being evenly

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