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880622C

Avanti

16:0-02:0 PC

Avanti Polar Lipids 880622C

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Synonym(s):
1-palmitoyl-2-acetyl-sn-glycero-3-phosphocholine
Empirical Formula (Hill Notation):
C26H52NO8P
CAS Number:
79512-78-0
Molecular Weight:
537.67
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (880622C-5mg)
pkg of 1 × 2.5 mL (880622C-25mg)

manufacturer/tradename

Avanti Polar Lipids 880622C

concentration

10 mg/mL (880622C-25mg)
5 mg/mL (880622C-5mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(C)=O)COC(CCCCCCCCCCCCCCC)=O)=O

InChI

1S/C26H52NO8P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)32-22-25(35-24(2)28)23-34-36(30,31)33-21-20-27(3,4)5/h25H,6-23H2,1-5H3/t25-/m1/s1

InChI key

XPAXRSJGGFVTFM-RUZDIDTESA-N

General description

Phosphocholine (PC) is an intermediate of phosphatidylcholine synthesis catalyzed by choline kinase. It is a phosphomonoester and contributes to the membrane phospholipids. 16:0-02:0 PC is an oxidized phospholipid and an analog of platelet activating factor (PAF).

Application

16:0-02:0 PC might be used in liposomes to study the hydrolyzing action of lysosomal phospholipase A2 (LPLA2) on truncated oxidized phosphatidylcholine in vitro.

Biochem/physiol Actions

16:0-02:0 PC acts as a receptor (PAF-R) agonist. Increase in the level of phosphocholine (PC) is observed in Alzheimer′s disease.

Packaging

5 mL Clear Glass Sealed Ampule (880622C-25mg)
5 mL Clear Glass Sealed Ampule (880622C-5mg)

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品

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Akira Abe et al.
Journal of lipid research, 58(2), 339-349 (2016-12-21)
Truncated oxidized glycerophospholipids (ox-PLs) are bioactive lipids resulting from oxidative stress. The catabolic pathways for truncated ox-PLs are not fully understood. Lysosomal phospholipase A2 (LPLA2) with phospholipase A and transacylase activities is a key enzyme in phospholipid homeostasis. The present
Alejandro Torrecillas et al.
International journal of pharmaceutics, 318(1-2), 28-40 (2006-04-21)
The effect of 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine (ET-18-OCH(3), edelfosine), and six other analog asymmetric phosholipids on the physical properties of 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) model membranes was studied using differential scanning calorimetry (DSC), (31)P-nuclear magnetic resonance ((31)P NMR) and X-ray diffraction. DSC data revealed that
Current Research in Alzheimer Therapy, 95-95 (1988)
Valery Bochkov et al.
Free radical biology & medicine, 111, 6-24 (2016-12-29)
Oxidized phospholipids (OxPLs) are increasingly recognized to play a role in a variety of normal and pathological states. OxPLs were implicated in regulation of inflammation, thrombosis, angiogenesis, endothelial barrier function, immune tolerance and other important processes. Rapidly accumulating evidence suggests
J W Geddes et al.
Neurobiology of aging, 18(3), 305-308 (1997-05-01)
At early stages of Alzheimer's disease, phosphomonoesters (PMEs) including phosphocholine (P-choline) are present at elevated levels. PMEs also are elevated in the developing brain during the period of neurite extension. To determine if the elevation of PMEs in AD could

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