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Merck
CN

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
Beilstein:
5385682
MDL number:
MFCD00036904
UNSPSC Code:
51191904
PubChem Substance ID:
24896398
NACRES:
NA.25

Key Documents

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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.

Storage Class Code

11 - Combustible Solids

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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Certificates of Analysis (COA)

Lot/Batch Number
0000511914
0000511913
0000511913
0000511914
0000486149

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Jingxiong Wang et al.
British journal of pharmacology, 141(4), 586-599 (2004-01-28)
1. Phospholipid metabolites lysophospholipids cause extracellular K(+) accumulation and action potential shortening with increased risk of arrhythmias during myocardial ischemia. Here we studied effects of several lysophospholipids with different lengths of hydrocarbon chains and charged headgroups on HERG K(+) currents
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
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
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
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