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Merck
CN

L2131

1-Stearoyl-sn-glycero-3-phosphocholine

≥99%, powder

Synonym(s):

L-α-Lysophosphatidylcholine, stearoyl, Lysolecithin, stearoyl

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About This Item

Empirical Formula (Hill Notation):
C26H54NO7P
CAS Number:
Molecular Weight:
523.68
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
51191904
MDL number:
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biological source

synthetic (organic)

Quality Level

assay

≥99%

form

powder

color

white

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCCCCCCCCCCCC)=O

InChI

1S/C26H55NO7P/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/h25,28H,5-24H2,1-4H3,(H,30,31)

InChI key

ARQYPVZFUYHQFR-UHFFFAOYSA-N

Application

<ul>
<li><strong>Plant-derived phenolics inhibit the accrual of structurally characterised protein and lipid oxidative modifications: </strong> Demonstrates the role of 1-Stearoyl-sn-glycero-3-phosphocholine in preventing oxidative modifications in cellular membranes, pertinent to drug delivery systems and cell signaling studies (Soler-Cantero et al., 2012).</li>
</ul>

Biochem/physiol Actions

1-Stearoyl-sn-glycero-3-phosphocholine (LPC, Lyso-PC) is used in the development of drug transdermal delivery devices such as liposomes and micelles. It inhibits histone deacetylase 3 (HDAC3) activity and signal transducer and activator of transcription 3 (STAT3) phosphorylation and exhibits anticancer activity in chronic myelogenous leukemia (CML) K562 cells.
1-Stearoyl-sn-glycero-3-phosphocholine (LPC, Lyso-PC) is used in the development of drug transdermal delivery devices such as liposomes and micelles.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Marcus O W Grimm et al.
Journal of chromatography. A, 1218(42), 7713-7722 (2011-08-30)
Alzheimer's disease (AD) is a devastating neurodegenerative disorder characterized by extracellular senile plaques mainly consisting of Aβ, a 40-42 amino acid long peptide, and intracellular neurofibrillary tangles, accompanied by an excessive loss of synapses. Recently evidence accumulated that nutrition, especially
Ji Hoon Jung et al.
Cell biochemistry and biophysics, 67(3), 1379-1389 (2013-06-04)
We here investigated the anticancer mechanism of 1-stearoyl-sn-glycero-3-phosphocholine (LPC), one of the lysophosphatidylcholines, in chronic myelogenous leukemia (CML) K562 cells. LPC significantly showed cytotoxicity at 80 μM and induced apoptosis by sub-G1 accumulation, increase in Annexin V positive and caspase
Asako Katsume et al.
Arteriosclerosis, thrombosis, and vascular biology, 31(5), 1084-1092 (2011-03-05)
Reactive oxygen species (ROS) are involved in the initial process of atherosclerosis, whereas it remains to be determined how atherogenic stimulus causes ROS-mediated proinflammatory reactions. Here, we focused on proline-rich tyrosine kinase (PYK2)-mediated ROS generation and examined how atherogenic stimulus



Global Trade Item Number

SKUGTIN
L2131-100MG04061832793832
L2131-5MG04061832793849