All Photos(2)

850396C

Avanti

20:1 (Cis) PC

1,2-dieicosenoyl-sn-glycero-3-phosphocholine, chloroform

Synonym(s):
1,2-di-(11Z-eicosenoyl)-sn-glycero-3-phosphocholine; PC(20:1(11Z)/20:1(11Z))
Empirical Formula (Hill Notation):
C48H92NO8P
CAS Number:
Molecular Weight:
842.22
NACRES:
NA.25

assay

>99% (TLC)

packaging

pkg of 1 × 2.5 mL (850396C-25mg)

manufacturer/tradename

Avanti Polar Lipids 850396C

concentration

10 mg/mL (850396C-25mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

20:1 (Cis) PC (1,2-dieicosenoyl-sn-glycero-3-phosphocholine) is a lipid derivative having a phosphocholine backbone. It has two 20 carbon fatty acid chains, each having one cis double bond at the 11th carbon.
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

20:1 (Cis) PC (1,2-dieicosenoyl-sn-glycero-3-phosphocholine) has been used in liposome preparation. It may be used as an internal standard for mass spectrometric analyses and also used in planar bilayer lipid membranes (BLMs) to study its effect on the dependence of single-channel properties of C-terminal colicin peptide (P178).

Biochem/physiol Actions

Phosphatidylcholine (PC) is involved in the fusion and transport of membranes.

Packaging

5 mL Clear Glass Sealed Ampule (850396C-25mg)

Pictograms

Skull and crossbonesHealth hazard

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

Certificate of Analysis

Certificate of Origin

Metabolic Heavy Isotope Labeling to Study Glycerophospholipid Homeostasis of Cultured Cells
Hanninen S, et al.
Bio-protocol, 7(9) (2017)
Alexander A Sobko et al.
The Journal of biological chemistry, 281(20), 14408-14416 (2006-03-25)
Colicin E1 belongs to a group of bacteriocins whose cytotoxicity toward Escherichia coli is exerted through formation of ion channels that depolarize the cytoplasmic membrane. The lipid dependence of colicin single-channel conductance demonstrated intimate involvement of lipid in the structure
Alexander G Karabadzhak et al.
Biophysical journal, 114(9), 2107-2115 (2018-05-10)
The physical properties of lipid bilayers, such as curvature and fluidity, can affect the interactions of polypeptides with membranes, influencing biological events. Additionally, given the growing interest in peptide-based therapeutics, understanding the influence of membrane properties on membrane-associated peptides has
Miao-Miao Zhou et al.
Lipids in health and disease, 15(1), 135-135 (2016-08-26)
Phosphatidylcholine (PC), the major source of dietary choline, has been demonstrated to improve the capability of learning and memory in rodent and the amelioration of long-chain n-3 polyunsaturated fatty acids (PUFA) on anti-aging and anti-oxidation is widely known as well.

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