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Merck

840061C

Avanti

16:0-20:4 PS

Avanti Research™ - A Croda Brand

Synonym(s):

1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine (sodium salt); PAPS; PS(16:0/20:4(5Z,8Z,11Z,14Z)); 110670

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About This Item

Empirical Formula (Hill Notation):
C42H73NO10PNa
CAS Number:
474943-16-3
Molecular Weight:
805.99
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

16:0-20:4 PS, 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phospho-L-serine (sodium salt), chloroform

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (840061C-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 840061C

concentration

10 mg/mL (840061C-10mg)

lipid type

phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C42H74NO10P.Na/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2;/h11,13,17-18,20,22,26,28,38-39H,3-10,12,14-16,19,21,23-25,27,29-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/b13-11-,18-17-,22-20-,28-26-;/t38-,39+;/m1./s1

InChI key

MMDGTLYKZWZGJV-ANGKXMAJSA-M

General description

16:0-20:4 PS or 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phospho-L-serine is a glycerophospholipid having, palmitic acid and arachidonic acid attached to the sn-1 and sn-2 positions of the glycerol backbone. The phospholipid in this compound is phosphoserine, a negatively charged lipid.

Application

16:0-20:4 PS or 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phospho-L-serine has been used as a calibration standard for lipidomic analysis.

Packaging

5 mL Clear Glass Sealed Ampule (840061C-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

WGK 3

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Certificates of Analysis (COA)

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Marco M Manni et al.
eLife, 7 (2018-03-16)
Phospholipid membranes form cellular barriers but need to be flexible enough to divide by fission. Phospholipids generally contain a saturated fatty acid (FA) at position sn1 whereas the sn2-FA is saturated, monounsaturated or polyunsaturated. Our understanding of the impact of
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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