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42773

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

≥99.0% (TLC)

Synonym(s):

PC, (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

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About This Item

Empirical Formula (Hill Notation):
C42H82NO8P
CAS Number:
26853-31-6
Molecular Weight:
760.08
UNSPSC Code:
51191904
NACRES:
NA.85
PubChem Substance ID:
329756267
EC Number:
248-056-7
Beilstein/REAXYS Number:
4173237
MDL number:
MFCD00043212
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biological source

synthetic

Quality Level

100

assay

≥99.0% (TLC)

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C\CCCCCCCC

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

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General description

Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3010
BCCN3971
BCCK9576
BCCH1659
BCCH9406

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Hsin-Hui Shen et al.
Nature communications, 5, 5078-5078 (2014-10-25)
In biological membranes, various protein secretion devices function as nanomachines, and measuring the internal movements of their component parts is a major technological challenge. The translocation and assembly module (TAM) is a nanomachine required for virulence of bacterial pathogens. We
M Mijajlovic et al.
Colloids and surfaces. B, Biointerfaces, 104, 276-281 (2013-01-22)
Lipid vesicles have received significant attention in areas ranging from pharmaceutical and biomedical engineering to novel materials and nanotechnology. Microfluidic-based synthesis of liposomes offers a number of advantages over the more traditional synthesis methods such as extrusion and sonication. One
Neil R Haria et al.
Biochimica et biophysica acta, 1838(4), 1169-1179 (2014-01-21)
Membrane fusion is critical to eukaryotic cellular function and crucial to the entry of enveloped viruses such as influenza and human immunodeficiency virus. Influenza viral entry in the host cell is mediated by a 20-23 amino acid long sequence, called
Ivana Malcova et al.
The Journal of biological chemistry, 296, 100607-100607 (2021-04-01)
The respiratory pathogens Bordetella pertussis and Bordetella bronchiseptica employ a type III secretion system (T3SS) to inject a 69-kDa BteA effector protein into host cells. This effector is known to contain two functional domains, including an N-terminal lipid raft targeting
Michele F M Sciacca et al.
Biophysical journal, 104(1), 173-184 (2013-01-22)
Disruption of the integrity of the plasma membrane by amyloidogenic proteins is linked to the pathogenesis of a number of common age-related diseases. Although accumulating evidence suggests that adverse environmental stressors such as unbalanced levels of metal ions may trigger
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Global Trade Item Number

SKUGTIN
42773-500MG04061833248874
42773-100MG04061832104645

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