Merck
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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)

manufacturer/tradename

Avanti Polar Lipids 850457P

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.[1] It has also been used in the preparation of membrane scaffold protein 1 nanodisc.[2] 16:0-18:1 PC may be used in the synthesis of discoidal reconstituted high-density lipoproteins.[3]

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.[4]

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)

Certificate of Analysis

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Certificate of Origin

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