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Merck
CN

845875C

Avanti

18:1 Lyso PC

Avanti Research™ - A Croda Brand

别名:

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

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关于此项目

经验公式（希尔记法）:
C26H52NO7P
化学文摘社编号:
19420-56-5
分子量:
521.67
MDL number:
MFCD00133435
UNSPSC Code:
51191904
NACRES:
NA.25

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产品名称

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

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

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

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.

General description

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

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)

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.

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

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

法规信息

危险化学品
易制毒化学品（2类）
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
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