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Merck

850368P

Avanti

20:0 PC

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-dieicosanoyl-sn-glycero-3-phosphocholine; PC(20:0/20:0)

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About This Item

Empirical Formula (Hill Notation):
C48H96NO8P
CAS Number:
61596-53-0
Molecular Weight:
846.25
MDL number:
MFCD00067533
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

20:0 PC, 1,2-diarachidoyl-sn-glycero-3-phosphocholine, powder

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCCCC)=O)=O

InChI

1S/C48H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h46H,6-45H2,1-5H3/t46-/m1/s1

InChI key

YKIOPDIXYAUOFN-YACUFSJGSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 200 mg (850368P-200mg)
pkg of 1 × 25 mg (850368P-25mg)
pkg of 1 × 500 mg (850368P-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850368P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

20:0 PC may be used:
  • in the preparation of liposomes
  • to prepare vesicles or supported bilayer to study its ability in spontaneously forming distinct lipid domains, rafts and/or asymmetric bilayers along with other phosphatidylcholine lipids
  • to prepare small unilamellar vesicles (SUVs) to study the effect of hydrophobic mismatch on gramicidin conformation and organization

Biochem/physiol Actions

Phosphatidylcholine (PC) can serve as a surfactant in the mucus.

General description

Phosphatidylcholine, a major source of diacylglycerol (DAG) is considered as a biological membrane lipid. 20:0 PC is a zwitterionic lipid.
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.

Packaging

20 mL Clear Glass Screw Cap Vial (850368P-500mg)
5 mL Amber Glass Screw Cap Vial (850368P-200mg)
5 mL Amber Glass Screw Cap Vial (850368P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Second Messengers
Cell Biology, 443-462 (2017)
Inflammatory Bowel Disease
Integrative Medicine, 501-516 (2018)
Markus Ritter et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 32(1), 46-52 (2013-07-23)
We investigated if mixtures of the phosphatidylcholine (PC) lipids 1,2-dilauroyl-sn-glycero-3-phosphocholine (C12:0 PC; DLPC) and 1,2-diarachidoyl-sn-glycero-3-phosphocholine (C20:0 PC; DAPC), which differ by eight methylene groups in acyl chain length, lead to the spontaneous formation of distinct lipid rafts and asymmetric bilayers.
Federico Battisti et al.
Frontiers in immunology, 8, 1179-1179 (2017-10-11)
Dendritic cells (DCs) are the only antigen-presenting cells able to prime naïve T cells and cross-prime antigen-specific CD8+ T cells. Their functionality is a requirement for the induction and maintenance of long-lasting cancer immunity. Albeit intensively investigated, the in vivo
Devaki A Kelkar et al.
Biochimica et biophysica acta, 1768(5), 1103-1113 (2007-02-27)
The matching of hydrophobic lengths of integral membrane proteins and the surrounding lipid bilayer is an important factor that influences both structure and function of integral membrane proteins. The ion channel gramicidin is known to be uniquely sensitive to membrane
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