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P0763

1,2-Dipalmitoyl-sn-glycero-3-phosphocholine

Name: 1,2-Dipalmitoyl-<I>sn</I>-glycero-3-phosphocholine
Brand: SIGMA

semisynthetic, ≥99%

Synonym(s):

PC, (7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]- 3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide, inner salt, 1,2-Dihexadecanoyl-sn-glycero-3-phosphocholine, 1,2-Dihexadecanoyl-sn-glycero-3-phosphorylcholine, 1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholine, 1,2-Dipalmitoyl-L-lecithin, L-α-Phosphatidylcholine, dipalmitoyl, L-β,γ-Dipalmitoyl-α-lecithin, DPPC, PC(16:0/16:0)

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About This Item

Empirical Formula (Hill Notation):

C₄₀H₈₀NO₈P

CAS Number:

63-89-8

Molecular Weight:

734.04

EC Number:

200-567-6

MDL number:

MFCD00036903

UNSPSC Code:

12352211

PubChem Substance ID:

24898128

NACRES:

NA.25

biological source

semisynthetic

Quality Level

200

Assay

≥99%

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)=O

InChI

1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1

InChI key

KILNVBDSWZSGLL-KXQOOQHDSA-N

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Application

Effects induced by η(6)-p-cymene ruthenium(II) complexes on Langmuir monolayers mimicking cancer and healthy cell membranes do not correlate with their toxicity.: This study explores the impact of η(6)-p-cymene ruthenium(II) complexes on Langmuir monolayers, including 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), to model cancer and healthy cell membranes, revealing insights into membrane interactions and cytotoxicity mechanisms (Wrobel et al., 2024).

Interaction of L-phenylalanine with carbonyl groups in mixed lipid membranes.: This research examines the interaction of L-phenylalanine with carbonyl groups in mixed lipid membranes, incorporating DPPC, to understand the role of amino acids in membrane dynamics and stability (Brandan et al., 2024).

Spatial Arrangement of the Drug Ibuprofen in a Model Membrane in the Presence of Lipid Rafts.: The study investigates the spatial arrangement of ibuprofen within a model membrane containing lipid rafts, with DPPC as a component, shedding light on drug-membrane interactions and the role of lipid rafts in drug delivery (Kashnik et al., 2024).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Membrane protein distribution in composite polymer-lipid thin films.

Johannes Thoma et al.

Chemical communications (Cambridge, England), 48(70), 8811-8813 (2012-07-28)

We present a model system to demonstrate that the positioning of biomolecules (membrane proteins) in a nonnative, complex thin film environment can be regulated by the phase behavior of film components. Partial separation between an amphiphilic polymer and a lipid

A multicenter, randomized, masked, comparison trial of lucinactant, colfosceril palmitate, and beractant for the prevention of respiratory distress syndrome among very preterm infants.

Fernando R Moya et al.

Pediatrics, 115(4), 1018-1029 (2005-04-05)

Evidence suggests that synthetic surfactants consisting solely of phospholipids can be improved through the addition of peptides, such as sinapultide, that mimic the action of human surfactant protein-B (SP-B). A synthetic surfactant containing a mimic of SP-B may also reduce

Transferrin conjugation does not increase the efficiency of liposomal Foscan during in vitro photodynamic therapy of oesophageal cancer.

Edyta Paszko et al.

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(1-2), 202-210 (2012-11-20)

Photodynamic therapy (PDT) is based on the delivery of photocytotoxic agents to a target tissue, followed by irradiation. In order to increase the efficiency of PDT in oesophageal cancer therapy, polyethylene glycol (PEG)-grafted, transferrin (Tf)-conjugated liposome formulations of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (Foscan)

Nonlinear scaling of surface water diffusion with bulk water viscosity of crowded solutions.

John M Franck et al.

Journal of the American Chemical Society, 135(11), 4175-4178 (2013-01-26)

The translational hydration dynamics within 0.5-1.5 nm of the surface of a DPPC liposome, a model biomacromolecular surface, is analyzed by the recently developed Overhauser dynamic nuclear polarization (ODNP) technique. We find that dramatic changes to the bulk solvent cause

Lung surfactant DPPG phospholipid inhibits vaccinia virus infection.

Julien Perino et al.

Antiviral research, 89(1), 89-97 (2010-11-26)

Vaccinia virus (VACV) was used as a surrogate of Variola virus (genus Orthopoxvirus), the causative agent of smallpox, to study orthopoxvirus infection via the respiratory airway. Lung surfactant, a physiological barrier to infection encountered by the virus, is predominantly composed

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