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850368P

Avanti

20:0 PC

1,2-diarachidoyl-sn-glycero-3-phosphocholine, powder

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
UNSPSC Code:
51191904

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 Polar Lipids 850368P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

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

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.

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.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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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
Jamie L Betker et al.
Journal of pharmaceutical sciences (2020-02-01)
Nanoparticle-mediated drug delivery has long utilized PEGylation as a mechanism for reducing uptake by the reticuloendothelial system and extending circulation lifetimes. However, studies over the past 2 decades have established that immune responses to PEG can promote clearance on repeat injection
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