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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

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Synonym(s):
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1′racglycerol) (sodium salt); SOPG; PG(18:0/18:1(9Z)); 110652
Empirical Formula (Hill Notation):
C42H80O10PNa
CAS Number:
322647-48-3
Molecular Weight:
799.04
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 Polar Lipids 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)

Storage Class Code

11 - Combustible Solids

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Peter Reinink et al.
The Journal of experimental medicine, 216(4), 757-771 (2019-02-26)
Salmonella species are among the world's most prevalent pathogens. Because the cell wall interfaces with the host, we designed a lipidomics approach to reveal pathogen-specific cell wall compounds. Among the molecules differentially expressed between Salmonella Paratyphi and S. Typhi, we
J P Michel et al.
Biochimica et biophysica acta, 1848(11 Pt A), 2967-2979 (2015-09-08)
Bacterial resistance to antibiotics has become today a major public health issue. In the development of new anti-infectious therapies, antimicrobial peptides appear as promising candidates. However, their mechanisms of action against bacterial membranes are still poorly understood. We describe for
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
Adam Shahine et al.
Nature communications, 10(1), 56-56 (2019-01-06)
CD1 proteins are expressed on dendritic cells, where they display lipid antigens to T-cell receptors (TCRs). Here we describe T-cell autoreactivity towards ubiquitous human membrane phospholipids presented by CD1b. These T-cells discriminate between two major types of lipids, sphingolipids and
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
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