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999989C

Avanti

18:1 Diether PC

1,2-di-O-(9Z-octadecenyl)-sn-glycero-3-phosphocholine, chloroform

Synonym(s):

Dioctadecenyl PC

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About This Item

Empirical Formula (Hill Notation):
C44H88NO6P
CAS Number:
105370-99-8
Molecular Weight:
758.15
UNSPSC Code:
51191904
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (999989C-10mg)

manufacturer/tradename

Avanti Polar Lipids 999989C

concentration

10 mg/mL (999989C-10mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCCCC/C=C\CCCCCCCC)COCCCCCCCC/C=C\CCCCCCCC)=O

General description

18:1 Diether PC (phosphocholine) is a class of glycerophospholipids that has two octadecene chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.

Application

18:1 Diether PC or 1,2-di-O-(9Z-octadecenyl)-sn-glycero-3-phosphocholine might be used:
  • to prepare proteoliposomes to investigate the effects of ceramide and ceramide phosphate/ for the determination of phospholipase A activity of lecithin-cholesterol acyltransferase (LCAT) in the ether matrix
  • to prepare lipid bilayer membrane to study the influence of glutamic acid residues and pH on the properties of transmembrane helices
  • in large unilamellar vesicles (LUVs) to explore the differential interaction of pH (low) insertion peptide (pHLIP) with it by utilizing fluorescence and circular dichroism (CD) spectroscopic approaches

Biochem/physiol Actions

Lipids prepared using 18:1 Diether PC (phosphocholine), are found to be more stable than the natural ester lipids under alkaline conditions.

Packaging

5 mL Clear Glass Sealed Ampule (999989C-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous 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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Venkatesan Rajagopalan et al.
Biochimica et biophysica acta. Biomembranes, 1859(3), 484-492 (2017-01-11)
Negatively charged side chains are important for the function of particular ion channels and certain other membrane proteins. To investigate the influence of single glutamic acid side chains on helices that span lipid-bilayer membranes, we have employed GWALP23 (acetyl-GGALW5LALALALALALALW19LAGA-amide) as
Bhagyashree D Rao et al.
Chemistry and physics of lipids, 226, 104849-104849 (2019-12-15)
pH (low) insertion peptide (pHLIP) is a polypeptide from the third transmembrane helix of bacteriorhodopsin. The pH-dependent membrane insertion of pHLIP has been conveniently exploited for translocation of cargo molecules and as a novel imaging agent in cancer biology due

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