Skip to Content
Merck
CN
All Photos(2)

Documents

Safety Information

840065C

Avanti

18:0-22:6 PS

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

Sign Into View Organizational & Contract Pricing
All Photos(2)
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
Empirical Formula (Hill Notation):
C46H77NO10PNa
CAS Number:
474943-18-5
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 Polar Lipids 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)

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

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service