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840513P

Avanti

18:1 Phosphatidylethanol

Name: 18:1 Phosphatidylethanol
Brand: AVANTI

1,2-dioleoyl-sn-glycero-3-phosphoethanol (sodium salt), powder

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Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanol (sodium salt)

Empirical Formula (Hill Notation):

C₄₁H₇₆O₈PNa

CAS Number:

322647-53-0

Molecular Weight:

751.00

NACRES:

NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (840513P-25mg)

manufacturer/tradename

Avanti Polar Lipids 840513P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OCC)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

InChI

1S/C41H77O8P.Na/c1-4-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)46-37-39(38-48-50(44,45)47-6-3)49-41(43)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-5-2;/h19-22,39H,4-18,23-38H2,1-3H3,(H,44,45);/q;+1/p-1/b21-19-,22-20-;/t39-;/m1./s1

InChI key

AHVVHDCFEFPKMN-AOEFFCPUSA-M

General description

18:1 Phosphatidylethanol (PEth)/1,2-dioleoyl-sn-glycero-3-phosphoethanol is a sodium salt of modified lipid, wherein C-1, C-2 of glycerol is substituted with 9Z-octadecenolyl and C-3 of glycerol is substituted by phosphoethanol group. This lipid metabolite of ethanol has two oleic acid chains.

Application

18:1 Phosphatidylethanol (PEth)/1,2-dioleoyl-sn-glycero-3-phosphoethanol may be used:

as a standard in liquid chromatography−mass spectrometry (LC-MS) analysis of PEth in human whole blood
as a reference material in quantifying phosphatidylethanol in human blood by liquid chromatography high resolution mass spectrometry (LC−HRMS )
to incorporate into human high density lipoprotein (HDL) particles to study its effects on the secretion of vascular endothelial growth factor (VEGF) in cultured human smooth muscle cells

Biochem/physiol Actions

Phosphatidylethanol (PEth) obtained from phosphatidylcholine in erythrocytes can acts as an important biomarker for alcohol consumption.

Packaging

5 mL Clear Glass Sealed Ampule (840513P-25mg)

Storage Class Code

11 - Combustible Solids

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DNA methylation signature on phosphatidylethanol, not on self-reported alcohol consumption, predicts hazardous alcohol consumption in two distinct populations.

Xiaoyu Liang et al.

Molecular psychiatry (2020-02-09)

The process of diagnosing hazardous alcohol drinking (HAD) is based on self-reported data and is thereby vulnerable to bias. There has been an interest in developing epigenetic biomarkers for HAD that might complement clinical assessment. Because alcohol consumption has been

Quantitative profiling of phosphatidylethanol molecular species in human blood by liquid chromatography high resolution mass spectrometry.

Alessandro Nalesso et al.

Journal of chromatography. A, 1218(46), 8423-8431 (2011-10-18)

Phosphatidylethanol (PEth) is a group of aberrant phospholipids formed in cell membranes in the presence of ethanol by the catalytic action of the enzyme phospholipase D on phosphatidylcholine. Recently published literature has demonstrated the existence of several molecular species of

Phosphatidylethanol in high density lipoproteins increases the vascular endothelial growth factor in smooth muscle cells.

Marja K Liisanantti et al.

Atherosclerosis, 180(2), 263-269 (2005-05-25)

To study whether qualitative changes in high density lipoprotein (HDL) phospholipids mediate part of the advantageous effects of ethanol on atherosclerosis, we investigated whether HDL associated phosphatidylethanol (PEth) affects the secretion of vascular endothelial growth factor (VEGF) from cultured human

Sensitive and precise monitoring of phosphatidylethanol in human blood as a biomarker for alcohol intake by ultrasound-assisted dispersive liquid-liquid microextraction combined with liquid chromatography tandem mass spectrometry.

Siming Wang et al.

Talanta, 166, 315-320 (2017-02-19)

Phosphatidylethanol (PEth) is a special phospholipid that is only formed in the presence of ethanol, and therefore, serves as a promising biomarker for alcohol intake. In this study, a simple, rapid and precise method based on LC-MS/MS combined with ultrasound-assisted

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