All Photos(2)

850457P

Avanti

16:0-18:1 PC

1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine, powder

Synonym(s):
1-hexadecanoyl-2--(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; POPC; PC(16:0/18:1(9Z))
Empirical Formula (Hill Notation):
C42H82NO8P
CAS Number:
Molecular Weight:
760.08
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850457P-1g)
pkg of 2 × 100 mg (850457P-200mg)
pkg of 5 × 100 mg (850457P-500mg)
pkg of 1 × 25 mg (850457P-25mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1

InChI key

WTJKGGKOPKCXLL-VYOBOKEXSA-N

General description

POPC is typically considered one of the model lipids for biophysical experiments. The fatty acid composition, i.e., saturated chain in the sn-1 position and unsaturated chain in the sn-2 position, mimics mammalian phospholipid composition. Since the major constituent in Egg PC is 1-palmitoyl-2-oleoyl PC, POPC is an excellent synthetic substitute for EPC.

Application

16:0-18:1 PC has been used in the preparation of liposomes for the muramyl tripeptide encapsulation. It has also been used in the preparation of membrane scaffold protein 1 nanodisc. 16:0-18:1 PC may be used in the synthesis of discoidal reconstituted high-density lipoproteins.

Biochem/physiol Actions

1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (POPC)or 16:0-18:1 PC plays an important role as a lung surfactant and reduces surface tension. POPC mimics natural cell membrane and may be useful for unsaturated lipids oxidation studies. Its interaction with ozone leads to oxidative decomposition at the oleoyl strand C-C moiety.

Packaging

5 mL Clear Glass Sealed Ampule (850457P-25mg)
5 mL Clear Glass Sealed Ampule (850457P-200mg)
5 mL Clear Glass Sealed Ampule (850457P-500mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (850457P-1g)

Certificate of Analysis

Certificate of Origin

Oxidative degradation of the monolayer of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) in low-level ozone
Qiao L, et al.
The Journal of Physical Chemistry B, 119(44), 14188-14199 (2015)
Modified apolipoprotein (apo) AI by artificial sweetener causes severe premature cellular senescence and atherosclerosis with impairment of functional and structural properties of apoA-I in lipid-free and lipid-bound state
Jang W, et al.
Molecules and Cells, 31(5), 461-470 (2011)
Fluorophore Labeling, Nanodisc Reconstitution and Single-molecule Observation of a G Protein-coupled Receptor
Lamichhane R, et al.
Bio-protocol, 7(12) (2017)
Tripta Bhatia et al.
ACS nano, 12(5), 4478-4485 (2018-04-17)
Giant unilamellar vesicles (GUVs) provide a direct connection between the nano- and the microregime. On the one hand, these vesicles represent biomimetic compartments with linear dimensions of many micrometers. On the other hand, the vesicle walls are provided by single...
Michael J Hallock et al.
Biochemistry, 57(50), 6897-6905 (2018-11-21)
The plasma membrane of the cell is a complex, tightly regulated, heterogeneous environment shaped by proteins, lipids, and small molecules. Ca2+ ions are important cellular messengers, spatially separated from anionic lipids. After cell injury, disease, or apoptotic events, anionic lipids...

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