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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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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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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
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
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
Akira Tokumura et al.
Biology of reproduction, 67(5), 1386-1392 (2002-10-23)
Lysophosphatidic acid (LPA) is a prototype of the lysophospholipid mediator family and has multiple effects in the female reproductive system. Although several metabolic routes have been reported for intracellular formation of LPA, a unique route involving lysophospholipase D, an extracellular
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
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