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

SIGMA/P3017 - ≥95.5% (GC), ≥98% (TLC)

Synonym: (7R,17Z)-4-Hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-3,5,8-trioxa-4-phosphahexacos-17-en-1-aminium 4-oxide, inner salt; 1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; 1-Hexadecanoyl-2-(cis-9-octadecenoyl)-sn-glycero-3-phosphocholine; 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine; 3-sn-Phosphatidylcholine, 2-oleoyl-1-palmitoyl; L-β-Oleoyl-γ-palmitoyl-α-lecithin; PC(16:0/18:1(9Z)); PC(16:0/18:1); PC(16:0/18:1w9); POPC

CAS Number: 26853-31-6
Empirical Formula (Hill Notation): C₄₂H₈₂NO₈P
Molecular Weight: 760.08
EC Number: 248-056-7
MDL Number: MFCD00043212
Linear Formula: C₄₂H₈₂NO₈P
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-P3017-10MG	10 mg	$237.00 1/EA	Add To Favorites
45-P3017-25MG	25 mg	$474.00 1/EA	Add To Favorites
45-P3017-100MG	100 mg	$993.00 1/EA	Add To Favorites

Representative of vacuum-sealed clear ampule packaging. Non-uniform tips are an inherent feature in this sealing process.

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95.5% (GC)
	≥98% (TLC)
form	powder
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-RYDYYDTQSA-N
Quality Level	200
SMILES string	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC
storage temp.	−20°C

Application:	2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine has been used: • in the liposome preparation for lipid binding assay of monogalactosyldiacylglycerol synthase (MGD1) activity in plant samples • in the preparation of liposome for fusion with human umbilical vein endothelial cells (HUVEC) to monitor interleukin1 induced clotting process • with trioleoylglycerol for phase separation studies
Application:	The effect of non-ionic detergent on liposomes was studied with giant POPC liposomes. Increasing concentrations of detergent cause tubular protrusions, then indentations, to develop on spherical liposomes. At higher detergent concentrations, the liposomes burst.
Biochem/physiol Actions:	2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine (POPC) reduces air-liquid interface associated surface tension. It is effective in alleviating alveolar collapse and pulmonary edema. POPC is typically considered one of the model lipids for biophysical experiments. It undergoes oxidative decomposition upon ozone exposure.
General description:	2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine (POPC) mimics mammalian phospholipid composition. It comprises a saturated chain (palmitic acid) in the sn-1 position and unsaturated chain (oleic acid) in the sn-2 position,. It is an excellent synthetic substitute for EPC. POPC is associated with alveoli membranes and is a lung surfactant.
General description:	Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.
Packaging:	10, 25, 100 mg in ampule

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95.5% (GC); ≥98% (TLC)
Storage Temp.	−20°C
UNSPSC	12352211

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