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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Development of an enzymatic assay for sphingomyelin with rapid and automatable performances: Analysis in healthy subjects and coronary heart disease patients.

Ryunosuke Ohkawa et al.

Clinical biochemistry, 45(16-17), 1463-1470 (2012-07-24)

Sphingomyelin (SM) is an important choline group-containing phospholipid and is considered to be an independent risk factor for coronary heart disease. We have developed a specific enzymatic assay for SM measurement with rapid and automatable performances by using two-reagent system

Palmitoyl lysophosphatidylcholine mediated mobilization of LPL to the coronary luminal surface requires PKC activation.

Thomas Pulinilkunnil et al.

Journal of molecular and cellular cardiology, 37(5), 931-938 (2004-11-04)

Following diazoxide (DZ) induced hypoinsulinemia, cardiac luminal lipoprotein lipase (LPL) increases [Cardiovasc. Res. 3 (2003) 788]. To identify circulating mediators that maintain high LPL in vivo, DZ hearts were perfused for 1 h in the presence or absence of glucose

Systemic viral spreading and defective host responses are associated with fatal Lassa fever in macaques.

Nicolas Baillet et al.

Communications biology, 4(1), 27-27 (2021-01-06)

Lassa virus (LASV) is endemic in West Africa and induces a viral hemorrhagic fever (VHF) with up to 30% lethality among clinical cases. The mechanisms involved in control of Lassa fever or, in contrast, the ensuing catastrophic illness and death

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

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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