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860403P

Avanti

16:0-d31-18:1 PS

Avanti Research - A Croda Brand 860403P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C40H44NO10PNaD31
CAS Number:
Molecular Weight:
815.18
UNSPSC Code:
12352100
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860403P-10mg)
pkg of 1 × 25 mg (860403P-25mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860403P

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). This glycerophospholipid is also a natural phospholipid nutrient. Phosphatidylserine (PS) constitutes a major part of the cell membrane. It is present in the lungs, brain, 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 may be used in the preparation of lipids substrates and to study the substrate specificity of endothelial lipase (EL) for polar head groups of the phospholipids. It may also be used as an internal standard for lipid extraction from human and murine tissue samples.

Biochem/physiol Actions

Phosphatidylserine (PS) regulates apoptosis and blood clotting. It maintains the activity of receptors, ion channels, enzymes and signaling molecules. PS also modulates membrane fluidity. It has ergogenic properties and suppresses muscle soreness in athletes.

Packaging

5 mL Clear Glass Sealed Ampule (860403P-10mg)
5 mL Clear Glass Sealed Ampule (860403P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


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’.

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Lipid analysis of airway epithelial cells for studying respiratory diseases
Zehethofer N, et al.
Chromatographia, 78(5-6), 403-413 (2015)
Phospholipid and fatty acid specificity of endothelial lipase: potential role of the enzyme in the delivery of docosahexaenoic acid (DHA) to tissues
Chen S and Subbaiah PV
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1771(10), 1319-1328 (2007)
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

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