L5254

1-Palmitoyl-sn-glycero-3-phosphocholine

Name: 1-Palmitoyl-<I>sn</I>-glycero-3-phosphocholine
Brand: SIGMA

synthetic, ≥99%

Synonym(s):

PC(16:0/0:0), 1-Hexadecanoyl-sn-glycero-3-phosphocholine, 3-sn-Lysophosphatidylcholine, 1-palmitoyl, L-α-Palmitoyl-lysophosphatidylcholine, L-γ-Palmitoyl-α-lysolecithin, Lysolecithin, palmitoyl

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All Photos(4)

About This Item

Empirical Formula (Hill Notation):

C₂₄H₅₀NO₇P

CAS Number:

17364-16-8

Molecular Weight:

495.63

UNSPSC Code:

51191904

NACRES:

NA.25

PubChem Substance ID:

24896398

MDL number:

MFCD00036904

Beilstein/REAXYS Number:

5385682

Product Name

1-Palmitoyl-sn-glycero-3-phosphocholine, synthetic, ≥99%

InChI

1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1

SMILES string

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

InChI key

ASWBNKHCZGQVJV-HSZRJFAPSA-N

biological source

synthetic

assay

≥99%

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Biochemicals

Biochem/physiol Actions

1-Palmitoyl-sn-glycero-3-phosphocholine may be used as a substrate to identify, differentiate and characterize lysophosphocholine acyl transferases.

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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A potent protective role of lysophospholipids against global cerebral ischemia and glutamate excitotoxicity in neuronal cultures.

Nicolas Blondeau et al.

Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 22(7), 821-834 (2002-07-27)

Lysophospholipids (LPLs) are important intermediates in the synthesis and degradation of membrane phospholipids. Here we show that certain LPLs, particularly lysophosphatidylcholine and lysophosphatidylinositol, prevent neuronal death both in an in vivo model of transient global ischemia and in an in

Lysophosphatidylcholine contents in plasma LDL in patients with type 2 diabetes mellitus: relation with lipoprotein-associated phospholipase A2 and effects of simvastatin treatment.

Masanori Iwase et al.

Atherosclerosis, 196(2), 931-936 (2007-03-14)

Increased lipoprotein-associated PLA(2) (Lp-PLA(2)) predicts the future development of cardiovascular diseases. Although lysophosphatidylcholine (lyso-PC) produced by Lp-PLA(2) may contribute to its proatherogenic activity, the relation between Lp-PLA(2) and lyso-PC content in LDL remains unclarified. We determined the correlation between lyso-PC

Identification of a Mg2+-sensitive ORF in the 5'-leader of TRPM7 magnesium channel mRNA.

Inna A Nikonorova et al.

Nucleic acids research, 42(20), 12779-12788 (2014-10-19)

TRPM7 is an essential and ubiquitous channel-kinase regulating cellular influx of Mg2+. Although TRPM7 mRNA is highly abundant, very small amount of the protein is detected in cells, suggesting post-transcriptional regulation of trpm7 gene expression. We found that TRPM7 mRNA

Mitochondrial dysfunction is a primary event in renal cell oxalate toxicity.

Lu-Cheng Cao et al.

Kidney international, 66(5), 1890-1900 (2004-10-22)

In cultured renal epithelial cells, exposure to oxalate, a constituent of many kidney stones, elicits a cascade of responses that often leads to cell death. Oxalate toxicity is mediated via generation of reactive oxygen species (ROS) in a process that

Synthetic biotinylated peptide compound, BP21, specifically recognizes lysophosphatidylcholine micelles.

Akira Sato et al.

Chemical biology & drug design, 80(3), 417-425 (2012-05-18)

Lysophosphatidylcholine, a major phospholipid component of oxidized low-density lipoprotein, is implicated in many inflammatory diseases, including atherosclerosis. We previously reported that Asp-hemolysin-related synthetic peptide (P21) composed of 21 amino acid residues markedly inhibits the bioactivities of oxidized low-density lipoprotein and

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