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845875C

Avanti

18:1 Lyso PC

1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, chloroform

Synonym(s):

1--(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; PC(18:1(9Z)/0:0); 110688

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About This Item

Empirical Formula (Hill Notation):
C26H52NO7P
CAS Number:
19420-56-5
Molecular Weight:
521.67
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (845875C-25mg)
pkg of 2 × 4 mL (845875C-200mg)
pkg of 5 × 4 mL (845875C-500mg)

manufacturer/tradename

Avanti Polar Lipids 845875C

concentration

10 mg/mL (845875C-25mg)
25 mg/mL (845875C-200mg)
25 mg/mL (845875C-500mg)

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1

InChI key

YAMUFBLWGFFICM-PTGWMXDISA-N

General description

18:1 Lyso PC (1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine) is an endogenous lipid. It has one hydrocarbon tail.

Application

18:1 Lyso PC (1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine) has been used to study its effects on eosinophils isolated from healthy human donors/to test its effects on the degranulation-associated processes in eosinophils. It may be used as a lysophospholipid mediator in binding assays and in equilibrium fluorescence peptide-binding assays of the calmodulin (CaM)-target complex.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) participates as a key factor in the atherogenic activity of oxidized low-density lipoprotein (Ox-LDL). It is a well-known cluster of differentiation 1(CD1) ligand.

Packaging

5 mL Clear Glass Sealed Ampule (845875C-200mg)
5 mL Clear Glass Sealed Ampule (845875C-25mg)
5 mL Clear Glass Sealed Ampule (845875C-500mg)

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system, Liver,Kidney

WGK

WGK 3

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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Sigma-Aldrich

L2131

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Jacinto López-Sagaseta et al.
The EMBO journal, 31(8), 2047-2059 (2012-03-08)
Invariant Natural Killer T (iNKT) cells use highly restricted αβ T cell receptors (TCRs) to probe the repertoire of lipids presented by CD1d molecules. Here, we describe our studies of lysophosphatidylcholine (LPC) presentation by human CD1d and its recognition by
Erika Kovacs et al.
Biochemical and biophysical research communications, 401(2), 281-286 (2010-09-21)
Sphingosylphosphorylcholine (SPC), a lipid mediator with putative second messenger functions, has been reported to regulate ryanodine receptors (RyRs), Ca2+ channels of the sarco/endoplasmic reticulum. RyRs are also regulated by the ubiquitous Ca2+ sensor calmodulin (CaM), and we have previously shown
Takayuki Matsumoto et al.
Current medicinal chemistry, 14(30), 3209-3220 (2008-01-29)
Lysophosphatidylcholine (LPC) is a bioactive proinflammatory lipid generated by pathological activities. LPC is also a major phospholipid component of oxidized low-density lipoprotein (Ox-LDL) and is implicated as a critical factor in the atherogenic activity of Ox-LDL. LPC is believed to
Sobhan Roy et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(43), E4648-E4657 (2014-10-10)
CD1c is a member of the group 1 CD1 family of proteins that are specialized for lipid antigen presentation. Despite high cell surface expression of CD1c on key antigen-presenting cells and the discovery of its mycobacterial lipid antigen presentation capability
Danielle M Charron et al.
Langmuir : the ACS journal of surfaces and colloids, 36(19), 5385-5393 (2020-04-28)
Porphyrin aggregates have attractive photophysical properties for phototherapy and optical imaging, including quenched photosensitization, efficient photothermal conversion, and unique absorption spectra. Although hydrophobic porphyrin photosensitizers have long been encapsulated into liposomes for drug delivery, little is known about the membrane
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