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850457P

Avanti

16:0-18:1 PC

Avanti Research™ - A Croda Brand

Synonym(s):

1-hexadecanoyl-2--(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; POPC; PC(16:0/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C42H82NO8P
CAS Number:
26853-31-6
Molecular Weight:
760.08
MDL number:
MFCD00077387
UNSPSC Code:
51191904
NACRES:
NA.25
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description

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

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)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

phospholipids
cardiolipins

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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)
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)
Fluorophore Labeling, Nanodisc Reconstitution and Single-molecule Observation of a G Protein-coupled Receptor
Lamichhane R, et al.
Bio-protocol, 7(12) (2017)
View All Related Papers

Global Trade Item Number

SKUGTIN
850457P-1G04061835230860
850457P-200MG04061835230877
850457P-25MG04061835230884
850457P-500MG04061835230891