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L5254

Sigma-Aldrich

1-Palmitoyl-sn-glycero-3-phosphocholine

synthetic, ≥99%

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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
Empirical Formula (Hill Notation):
C24H50NO7P
CAS Number:
17364-16-8
Molecular Weight:
495.63
Beilstein:
5385682
MDL number:
MFCD00036904
UNSPSC Code:
51191904
PubChem Substance ID:
24896398
NACRES:
NA.25

biological source

synthetic

Quality Level

200

Assay

≥99%

form

powder

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(CCCCCCCCCCCCCCC)=O

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

InChI key

ASWBNKHCZGQVJV-HSZRJFAPSA-N

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Biochem/physiol Actions

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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
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