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26853-31-6

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  • 3,5,8-Trioxa-4-phosphahexacos-17-en-1-aminium,4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-, inner salt,4-oxide, (7R,17Z)- 26853-31-6

    Cas No: 26853-31-6

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26853-31-6 Usage

Description

Different sources of media describe the Description of 26853-31-6 differently. You can refer to the following data:
1. 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC (POPC) is a phospholipid containing 16:0 and 18:1 fatty acids at the sn-1 and sn-2 positions, respectively. It belongs to a class of phospholipids that are a major component of biological membranes. This compound can be used for liposome production in order to study the properties of lipid bilayers.
2. 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPhtCho), is a phosphatidylcholine, that belongs to a class of phospholipids that are a major component of biological membranes. This compound has been shown to decrease the expression of α-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) receptor subunit GluR1 on the plasma membrane of CA1 region of rat hippocampal slices.

Uses

Different sources of media describe the Uses of 26853-31-6 differently. You can refer to the following data:
1. 16:0-18:1 PC has been used in the preparation of liposomes for the muramyl tripeptide encapsulation. It has also been used in the preparation of membrane scaffold protein 1 nanodisc. 16:0-18:1 PC may be used in the synthesis of discoidal reconstituted high-density lipoproteins.
2. The effect of non-ionic detergent on liposomes was studied with giant POPC liposomes. Increasing concentrations of detergent cause tubular protrusions, then indentations, to develop on spherical liposomes. At higher detergent concentrations, the liposomes burst.
3. Glycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.

Application

POPC is an important phospholipid for biophysical experiments and has been used to study various subjects such as lipid rafts. POPC is also used in systems mimicking the cell membrane such as Nanodiscs. It is available commercially synthetically and is naturally present in eukaryotic cell membranes.

General Description

POPC is typically considered one of the model lipids for biophysical experiments. The fatty acid composition, i.e., saturated chain in the sn-1 position and unsaturated chain in the sn-2 position, mimics mammalian phospholipid composition. Since the major constituent in Egg PC is 1-palmitoyl-2-oleoyl PC, POPC is an excellent synthetic substitute for EPC.

Biochem/physiol Actions

1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (POPC)or 16:0-18:1 PC plays an important role as a lung surfactant and reduces surface tension. POPC mimics natural cell membrane and may be useful for unsaturated lipids oxidation studies. Its interaction with ozone leads to oxidative decomposition at the oleoyl strand C-C moiety.

Check Digit Verification of cas no

The CAS Registry Mumber 26853-31-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,8,5 and 3 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 26853-31:
(7*2)+(6*6)+(5*8)+(4*5)+(3*3)+(2*3)+(1*1)=126
126 % 10 = 6
So 26853-31-6 is a valid CAS Registry Number.
InChI:InChI=1/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20+/t40-/m1/s1

26853-31-6 Well-known Company Product Price

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  • Sigma

  • (P3017)  2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine  ≥95.5% (GC), ≥98% (TLC)

  • 26853-31-6

  • P3017-10MG

  • 1,786.59CNY

  • Detail
  • Sigma

  • (P3017)  2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine  ≥95.5% (GC), ≥98% (TLC)

  • 26853-31-6

  • P3017-25MG

  • 3,566.16CNY

  • Detail
  • Sigma

  • (P3017)  2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine  ≥95.5% (GC), ≥98% (TLC)

  • 26853-31-6

  • P3017-100MG

  • 7,505.55CNY

  • Detail

26853-31-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine

1.2 Other means of identification

Product number -
Other names 1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

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More Details:26853-31-6 SDS

26853-31-6Relevant articles and documents

Treatment of age-related memory impairment

-

Page/Page column 7-8, (2008/06/13)

Symptoms, including biochemical correlates, of age-related memory loss (ARML) in a mammal are beneficially affected by administering to the mammal small doses of bodies, such as liposomes, of a size resembling that of mammalian cells, the bodies having phosphate glycerol head groups presented exteriorly on their surfaces. Preferred are liposomes comprised of 50-100% phosphatidylglycerol, with the phosphoglycerol headgroups thereof exteriorly presented.

Synthesis of a small library of mixed-acid phospholipids from D-mannitol as a homochiral starting material

Xia, Jie,Hui, Yong-Zheng

, p. 1659 - 1663 (2007/10/03)

Synthesis of a series of mixed-acid phospholipids containing a polyunsaturated fatty acid using a newly protecting strategy are described. Thus, benzyl and methyl α-(2,4-dinitrophenyl)acetic acid which were respectively removed by BCl3 and 354 nm light are used as protecting groups.

Liposome-Mediated Enzymatic Synthesis of Phosphatidylcholine as an Approach to Self-Replicating Liposomes

Schmidli, Peter Kurt,Schurtenberger, Peter,Luisi, Pier Luigi

, p. 8127 - 8130 (2007/10/02)

The four enzymes of the salvage pathway for phosphatidylcholine synthesis sn-glycerol-3-phosphate acyltransferase, 1-acyl-sn-glycerol-3-phosphate acyltransferase, phosphatidate phosphatase, and cytidinediphosphocholine phosphocholinetransferase were simul

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