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840503P

Avanti

18:0-18:1 PG

1-stearoyl-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (sodium salt), powder

Synonym(s):

1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1′racglycerol) (sodium salt); SOPG; PG(18:0/18:1(9Z)); 110652

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About This Item

Empirical Formula (Hill Notation):
C42H80O10PNa
CAS Number:
322647-48-3
Molecular Weight:
799.04
UNSPSC Code:
51191904
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 5 × 100 mg (840503P-500mg)
pkg of 1 × 25 mg (840503P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 840503P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OCC(O)CO)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C42H81O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h18,20,39-40,43-44H,3-17,19,21-38H2,1-2H3,(H,47,48);/q;+1/p-1/b20-18-;/t39?,40-;/m1./s1

InChI key

AZUBILBUHSANJX-VDVGXYCESA-M

General description

18:0-18:1 PG (1-stearoyl-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol)) is a phospholipid which carries a small head group. It is made of two 18 carbon chains with phosphoglycerol backbone.

Application

18:0-18:1 PG (1-stearoyl-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol)) has been used as a standard to analyze total lipid extracts by thin-layer chromatography (TLC). It may be used to measure the T-cell responses to lipid antigens using CD1 antigen-presenting molecule (CD1b) tetramers and in liposomes preparation.

Biochem/physiol Actions

Phosphatidylglycerol (PG) participates in photosynthetic electron transport.

Packaging

5 mL Clear Glass Sealed Ampule (840503P-25mg)
5 mL Clear Glass Sealed Ampule (840503P-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

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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Koichi Kobayashi et al.
Plant cell reports, 34(4), 631-642 (2014-12-06)
With phosphate deficiency, the role of phosphatidylglycerol is compensated by increased glycolipid content in thylakoid membrane biogenesis but not photosynthetic electron transport in Arabidopsis chloroplasts. In plants and cyanobacteria, anionic phosphatidylglycerol (PG) is the only major phospholipid in thylakoid membranes
Joury S van 't Klooster et al.
eLife, 9 (2020-04-18)
Yeast tolerates a low pH and high solvent concentrations. The permeability of the plasma membrane (PM) for small molecules is low and lateral diffusion of proteins is slow. These findings suggest a high degree of lipid order, which raises the
Ildiko Van Rhijn et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(2), 380-385 (2015-12-02)
In contrast with the common detection of T cells that recognize MHC, CD1a, CD1c, or CD1d proteins, CD1b autoreactive T cells have been difficult to isolate in humans. Here we report the development of polyvalent complexes of CD1b proteins and
Annemieke de Jong et al.
Nature immunology, 15(2), 177-185 (2013-12-24)
T cells autoreactive to the antigen-presenting molecule CD1a are common in human blood and skin, but the search for natural autoantigens has been confounded by background T cell responses to CD1 proteins and self lipids. After capturing CD1a-lipid complexes, we

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