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Merck
CN

850399C

Avanti

24:1 (Cis) PC

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(15Z-tetracosenoyl)-sn-glycero-3-phosphocholine; PC(24:1(15Z)/24:1(15Z)); 110930

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About This Item

Empirical Formula (Hill Notation):
C56H108NO8P
CAS Number:
51779-96-5
Molecular Weight:
954.43
MDL number:
MFCD00674316
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

24:1 (Cis) PC, 1,2-dinervonoyl-sn-glycero-3-phosphocholine, chloroform

SMILES string

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

InChI

1S/C56H108NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-46-48-55(58)62-52-54(53-64-66(60,61)63-51-50-57(3,4)5)65-56(59)49-47-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,54H,6-19,24-53H2,1-5H3/b22-20-,23-21-/t54-/m1/s1

InChI key

REWNAIYQZZOESC-CGKZWXATSA-N

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850399C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850399C

concentration

10 mg/mL (850399C-25mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

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General description

Phosphatidylcholine (PC) is a zwitterionic glycerophospholipid. PC constitutes the major phospholipid in the eukaryotic membrane. Among bacteria, only 10% has PC in their membrane.
The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis.

Application

24:1 (Cis) PC is suitable for use as a phospholipid (PL) standard for lipid profiling of phosphatidylcholine by electrospray ionization mass spectrometry (ESI-MS/MS).
24:1 (Cis) PC has been used:
  • in the preparation of multivesicular liposomes (DepoFoam) formulation with protein or peptide drugs
  • in the formation of planar bilayer lipid membranes
  • for analyzing the phase transition of giant unilamellar dinervonoylphosphocholine (DNPC) vesicles by N-4-nitrobenz-2-oxa-1,3-diazol (NBD)-labelled fluorophore in confocal microscopy

Biochem/physiol Actions

24:1 (Cis) PC is a synthetic lipid.
Phosphatidylcholine (PC) is essential for the structure and functions of eukaryotic membranes. PC is essential for very low-density lipoprotein synthesis in liver cells. PC is the substrate for sphingomyelin. PC is the major source of cell signaling molecules. PC is the structural component of many human parasites and helps in cell invasion.

Packaging

5 mL Clear Glass Sealed Ampule (850399C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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, Liver,Kidney

wgk

WGK 3

Storage Class

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

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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Observation of the main phase transition of dinervonoylphosphocholine giant liposomes by fluorescence microscopy
Metso AJ, et al.
Biochimica et Biophysica Acta - Biomembranes, 1713(2), 83-91 (2005)
[TM="DepoFoam"] technology: a vehicle for controlled delivery of protein and peptide drugs
Ye Q, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 64(1-3), 155-166 (2000)
Lipid dependence of the channel properties of a colicin E1-lipid toroidal pore
Sobko AA, et al.
The Journal of Biological Chemistry, 281(20), 14408-14416 (2006)
Extraction and profiling of plant polar glycerol lipids
Liu Yu and Wang X
Bio-protocol (2016)
Activating and deactivating roles of lipid bilayers on the Ca2+-ATPase/phospholamban complex
Gustavsson M, et al.
Biochemistry, 50(47), 10367-10374 (2011)
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