ChemicalBook > CAS DataBase List > 1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine

1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine

Product Name
1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine
CAS No.
1213783-80-2
Chemical Name
1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine
Synonyms
26:0 Lyso PC;1-Hexacosanoyl-sn-glycero-3-phosphocholine;1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine;1-HEXACOSANOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE;26:0 LYSO PC;(R)-3-(hexacosanoyloxy)-2-hydroxypropyl (2-(trimethylammonio)ethyl) phosphate;[(2R)-3-hexacosanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
CBNumber
CB42719799
Molecular Formula
C34H70NO8P
Formula Weight
651.895261
MOL File
1213783-80-2.mol
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1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine Property

storage temp. 
-20°C
form 
powder
Appearance
white powder
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Hazard and Precautionary Statements (GHS)

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1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine Chemical Properties,Usage,Production

Description

Lysopc(26:0), also known as LysoPC a C26:0, is classified as a member of the 1-acyl-sn-glycero-3-phosphocholines. 1-acyl-sn-glycero-3-phosphocholines are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Lysopc(26:0) can be used as internal standard LC-MS studies.


Lysophosphatidylcholines (LPCs) specifically bind to G protein-coupled receptors GPR119, GPR40, GPR55 and GPR4. Binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins.


Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin. In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood. Lysopc(26:0) is a biomarker for X-linked Adrenoleukodystrophy (X-ALD). Lysopc(26:0) could be used as auxiliary marker for diagnosis of peroxisomal β-oxidation disorders.

Uses

26:0 Lyso PC has been used as an internal standard for C26:0-lysophosphatidylcholine (LPC) extraction.

Definition

ChEBI: (2-{[(2R)-3-(hexacosanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium is a 1-O-acyl-sn-glycero-3-phosphocholine.

Biological Activity

Lysophosphatidylcholine (LPC) induces many second messengers including, protein kinase C, extracellular-signal-regulated kinases and protein tyrosine kinases. It alters various biological functions in different cell types, including endothelial cells, smooth muscle cells, monocytes, macrophages and T-cells. LPC is linked to atherosclerosis and inflammatory diseases.

1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine Preparation Products And Raw materials

Raw materials

Preparation Products

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1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine Suppliers

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1213783-80-2, 1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholineRelated Search:


  • 1-hexacosanoyl-2-hydroxy-sn-glycero-3-phosphocholine
  • [(2R)-3-hexacosanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
  • 1-HEXACOSANOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE;26:0 LYSO PC
  • 26:0 Lyso PC
  • (R)-3-(hexacosanoyloxy)-2-hydroxypropyl (2-(trimethylammonio)ethyl) phosphate
  • 1-Hexacosanoyl-sn-glycero-3-phosphocholine
  • 1213783-80-2
  • C34H70NO7P