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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 Research™ - A Croda Brand 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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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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Eva Knuplez et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1865(7), 158686-158686 (2020-03-17)
Eosinophils are important multifaceted effector cells involved in allergic inflammation. Following allergen challenge, eosinophils and other immune cells release secreted phospholipases, generating lysophosphatidylcholines (LPCs). LPCs are potent lipid mediators, and serum levels of LPCs associate with asthma severity, suggesting a
Sobhan Roy et al.
Journal of immunology (Baltimore, Md. : 1950), 196(4), 1933-1942 (2016-01-13)
CD1c is abundantly expressed on human dendritic cells (DC) and B cells, where it binds and displays lipid Ags to T cells. In this study, we report that CD1c tetramers carrying Mycobacterium tuberculosis phosphomycoketide bind γδ TCRs. An unbiased method
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
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.
The Journal of biological chemistry, 285(3), 1799-1808 (2009-11-17)
Previously we have identified the lipid mediator sphingosylphosphorylcholine (SPC) as the first potentially endogenous inhibitor of the ubiquitous Ca2+ sensor calmodulin (CaM) (Kovacs, E., and Liliom, K. (2008) Biochem. J. 410, 427-437). Here we give mechanistic insight into CaM inhibition
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