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840065C

Avanti

18:0-22:6 PS

1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phospho-L-serine (sodium salt), chloroform

Synonym(s):

1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-L-serine (sodium salt); PS(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)); 110675

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About This Item

Empirical Formula (Hill Notation):
C46H77NO10PNa
CAS Number:
Molecular Weight:
858.07
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (840065C-25mg)
pkg of 1 × 4 mL (840065C-100mg)

manufacturer/tradename

Avanti Research - A Croda Brand 840065C

concentration

10 mg/mL (840065C-25mg)
25 mg/mL (840065C-100mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C46H78NO10P.Na/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2;/h5,7,11,13,17,19,21-22,26,28,32,34,42-43H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-41,47H2,1-2H3,(H,50,51)(H,52,53);/q;+1/p-1/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-;/t42-,43+;/m1./s1

InChI key

LANGJWMFDASXLA-OMTXNCIISA-M

General description

In humans, phosphoserine (PS) is present in the endoplasmic reticulum, Golgi apparatus and grey matter. It is localized to the intracellular membranes, nuclear envelope, outer mitochondrial membranes, plasma membranes and myelin.

Application

18:0-22:6 PS or 1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phospho-L-serine (sodium salt) has been used in liposome preparation to study effects of the fatty acid (FA) profile of phospholipids on membrane vesiculation by dynamin and endophilin.

Packaging

5 mL Clear Glass Sealed Ampule (840065C-100mg)
5 mL Clear Glass Sealed Ampule (840065C-25mg)

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

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash


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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Hee-Yong Kim et al.
Progress in lipid research, 56, 1-18 (2014-07-06)
Phosphatidylserine (PS) is the major anionic phospholipid class particularly enriched in the inner leaflet of the plasma membrane in neural tissues. PS is synthesized from phosphatidylcholine or phosphatidylethanolamine by exchanging the base head group with serine, and this reaction is
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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