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Merck

L5254

1-Palmitoyl-sn-glycero-3-phosphocholine

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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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

Key Documents

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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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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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Certificates of Analysis (COA)

Lot/Batch Number
0000511914
0000511913
0000511913
0000511914
0000486149

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J Wang et al.
Circulation, 104(22), 2645-2648 (2001-11-28)
Lysophosphatidylcholine (LPC), a naturally occurring phospholipid metabolite, accumulates in the ischemic heart and causes extracellular K(+) accumulation and action potential shortening. LPC has been incriminated as a biochemical trigger of lethal cardiac arrhythmias, but the underlying mechanisms remain poorly understood.
Thomas Pulinilkunnil et al.
Cardiovascular research, 59(3), 788-797 (2003-09-23)
Lipoprotein lipase (LPL) mediated hydrolysis of circulating triglyceride (TG)-rich lipoproteins provides the heart with fatty acids. The present study was designed to investigate the influence of circulating TG and their lipolysis in facilitating translocation of LPL from the underlying cardiomyocyte
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
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
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
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