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P2772

Sigma-Aldrich

L-α-Phosphatidylcholine

egg yolk, Type XI-E, 100 mg/mL in chloroform, ≥99%, solution

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC

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About This Item

CAS Number:
8002-43-5
Beilstein:
5209585
UNSPSC Code:
51321705
NACRES:
NA.25

biological source

egg yolk

type

Type XI-E

Assay

≥99%

form

solution

concentration

100 mg/mL in chloroform

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

InChI

1S/C42H80NO8P/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/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1

InChI key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

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Related Categories

Application

<ul>
<li><strong>Fabrication of Microalgae Oil Vesicles for Drug Delivery Applications:</strong> This study highlights the use of L-a-Phosphatidylcholine in creating microalgae oil vesicles, showing promise for encapsulating and delivering hydrophobic drugs effectively (Lin YC et al., 2024).</li>
<li><strong>Terpenes-Modified Lipid Nanosystems for Temozolomide, Improving Cytotoxicity against Glioblastoma Human Cancer Cells In Vitro:</strong> L-a-Phosphatidylcholine is employed to formulate terpene-modified lipid nanosystems, enhancing the solubility and bioactivity of temozolomide for glioblastoma treatment (Pashirova TN et al., 2023).</li>
<li><strong>Mitochondria-Targeted Lipid Nanoparticles Loaded with Rotenone as a New Approach for the Treatment of Oncological Diseases:</strong> Utilizing L-a-Phosphatidylcholine, this research developed mitochondria-targeted lipid nanoparticles, potentially offering a novel strategy for cancer therapy (Vasileva L et al., 2023).</li>
</ul>

Biochem/physiol Actions

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.

Preparation Note

P2772 is supplied as a solution in chloroform. The same product is available as a lyophilized powder as Product No. P3556.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

Target Organs

Central nervous system, Liver,Kidney

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alexander M Dizhoor et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(45), 11662-11672 (2008-11-07)
The G90D rhodopsin mutation is known to produce congenital night blindness in humans. This mutation produces a similar condition in mice, because rods of animals heterozygous (D+) or homozygous (D+/+) for this mutation have decreased dark current and sensitivity, reduced
Yoichi Yamazaki et al.
The Journal of biological chemistry, 289(20), 13792-13800 (2014-04-03)
Rhodopsin undergoes rearrangements of its transmembrane helices after photon absorption to transfer a light signal to the G-protein transducin. To investigate the mechanism by which rhodopsin adopts the transducin-activating conformation, the local environmental changes in the transmembrane region were probed
Dariusz Latowski et al.
European journal of biochemistry, 269(18), 4656-4665 (2002-09-17)
This paper describes violaxanthin de-epoxidation in model lipid bilayers. Unilamellar egg yolk phosphatidylcholine (PtdCho) vesicles supplemented with monogalactosyldiacylglycerol were found to be a suitable system for studying this reaction. Such a system resembles more the native thylakoid membrane and offers
Alexander Vogel et al.
Biophysical journal, 107(1), 114-125 (2014-07-06)
Estradiol (E2) and E2 oleate associate with high-density lipoproteins (HDLs). Their orientation in HDLs is unknown. We studied the orientation of E2 and E2 oleate in membranes and reconstituted HDLs, finding that E2 and E2 oleate are membrane-associated and highly
Daan Vorselen et al.
ACS nano, 11(3), 2628-2636 (2017-03-09)
Nanovesicles (∼100 nm) are ubiquitous in cell biology and an important vector for drug delivery. Mechanical properties of vesicles are known to influence cellular uptake, but the mechanism by which deformation dynamics affect internalization is poorly understood. This is partly
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