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Merck

845875P

Avanti

18:1 Lyso PC

Avanti Research - A Croda Brand

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C26H52NO7P
Número de CAS:
Peso molecular:
521.67
UNSPSC Code:
51191904
NACRES:
NA.25

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
Regulation of ryanodine receptors by sphingosylphosphorylcholine: Involvement of both calmodulin-dependent and-independent mechanisms
Kovacs E, et al.
Biochemical and biophysical research communications, 401(2), 281-286 (2010)
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
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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