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42773

Sigma-Aldrich

2-Oleoyl-1-Palmitoyl-sn-Glycero-3-Phosphocholin

≥99.0% (TLC)

Synonym(e):

(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-oxid, inneres Salz, 1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholin, 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholin, 3-sn-Phosphatidylcholin, 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

Empirische Formel (Hill-System):
C42H82NO8P
CAS-Nummer:
26853-31-6
Molekulargewicht:
760.08
Beilstein:
4173237
EG-Nummer:
248-056-7
MDL-Nummer:
MFCD00043212
UNSPSC-Code:
51191904
PubChem Substanz-ID:
329756267
NACRES:
NA.85

Biologische Quelle

synthetic

Qualitätsniveau

100

Assay

≥99.0% (TLC)

Form

powder

Funktionelle Gruppe

phospholipid

Lipid-Typ

phosphoglycerides

Lagertemp.

−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

InChIKey

WTJKGGKOPKCXLL-RYDYYDTQSA-N

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Allgemeine Beschreibung

Nicht-pyrogene, eindeutig definierte Liposomen, beladen mit einem beliebigen Molekül, werden mit einem einzigen Hydrationsschritt gebildet.

Anwendung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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
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
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
Rafael Atillo Espiritu et al.
Biochemistry, 52(14), 2410-2418 (2013-03-13)
Theonellamides (TNMs) are members of a distinctive family of antifungal and cytotoxic bicyclic dodecapeptides isolated from the marine sponge Theonella sp. Recently, it has been shown that TNMs recognize 3β-hydroxysterol-containing membranes, induce glucan overproduction, and damage cellular membranes. However, to
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