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850457P

Avanti

16:0-18:1 PC

Avanti Polar Lipids

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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

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 Polar Lipids

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

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This Item
850457C850456C850456P
vibrant-m

850457P

16:0-18:1 PC

vibrant-m

850457C

16:0-18:1 PC

vibrant-m

850456C

16:0-18:0 PC

vibrant-m

850456P

16:0-18:0 PC

form

powder

form

liquid

form

liquid

form

powder

manufacturer/tradename

Avanti Polar Lipids

manufacturer/tradename

Avanti Polar Lipids

manufacturer/tradename

Avanti Polar Lipids 850456C

manufacturer/tradename

Avanti Polar Lipids

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

packaging

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

packaging

pkg of 1 × 2.5 mL (850457C-25mg), pkg of 2 × 20 mL (850457C-1g), pkg of 2 × 4 mL (850457C-200mg), pkg of 5 × 4 mL (850457C-500mg)

packaging

pkg of 1 × 2.5 mL (850456C-25mg)

packaging

pkg of 1 × 1 g (850456P-1g), pkg of 1 × 25 mg (850456P-25mg), pkg of 1 × 500 mg (850456P-500mg)

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

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)

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Fluorophore Labeling, Nanodisc Reconstitution and Single-molecule Observation of a G Protein-coupled Receptor
Lamichhane R, et al.
Bio-protocol, 7(12) (2017)
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)
Macrophages inhibit human osteosarcoma cell growth after activation with the bacterial cell wall derivative liposomal muramyl tripeptide in combination with interferon-gamma
Pahl JHW, et al.
Journal of Experimental & Clinical Cancer Research, 33(1), 27-27 (2014)
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

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