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Merck

845875C

Avanti

18:1 Lyso PC

Avanti Research - A Croda Brand

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C26H52NO7P
Numéro CAS:
Poids moléculaire :
521.67
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
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Nom du produit

18:1 Lyso PC, 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, chloroform

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

SMILES string

[P](=O)([O-])(OC[C@H](O)COC(=O)CCCCCCC\C=C/CCCCCCCC)OCC[N+](C)(C)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


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pictograms

Skull and crossbonesHealth hazard

signalword

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

Classe de stockage

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

flash_point_f

does not flash

flash_point_c

does not flash



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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
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
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