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Merck

845875P

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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description

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

assay

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

form

powder

packaging

pkg of 2 × 100 mg (845875P-200mg), pkg of 5 × 100 mg (845875P-500mg), pkg of 1 × 25 mg (845875P-25mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

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

Lysophosphatidylcholine (LPC) is a lysophospholipid mediator. This bioactive proinflammatory lipid is produced by pathological activities. It is one of the important constituent of oxidized low-density lipoprotein (Ox-LDL).

Application

18:1 Lyso PC is suitable for use as a lysophospholipid mediator to compare the effect of sphingosylphosphorylcholine (SPC). It has been used as a supplement in Yeast nitrogen base (YNB) medium to rescue choline auxotrophy.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) participates as a key factor in the atherogenic activity of oxidized low-density lipoprotein (Ox-LDL). It alters the roles in endothelial cells, smooth muscle cells, monocytes, macrophages, T-cells, thereby involving in atherosclerosis and inflammatory diseases. LPC activates protein kinase C, extracellular-signal-regulated kinases, protein tyrosine kinases, and Ca(2+), that are second messengers.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Overproduction of phospholipids by the Kennedy Pathway Leads to Hypervirulence in Candida albicans
Tams RN, et al.
Frontiers in Microbiology, 10(2), 86-86 (2019)
Lysophospholipid receptors: signalling, pharmacology and regulation by lysophospholipid metabolism
zu HDM and Jakobs KH
Biochimica et Biophysica Acta - Biomembranes, 1768(4), 923-940 (2007)
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