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Key Documents

P4329

Sigma-Aldrich

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

≥99% (TLC)

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:
Molecular Weight:
734.04
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

Assay

≥99% (TLC)

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 (6)-p-cymene ruthenium(II) complexes on Langmuir monolayers mimicking cancer and healthy cell membranes do not correlate with their toxicity.: This study investigates the interaction of ruthenium(II) complexes with Langmuir monolayers, including 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, highlighting differences in behavior between cancerous and healthy cell membrane models (Wrobel et al., 2024).

  • Cholesterol Changes Interfacial Water Alignment in Model Cell Membranes.: This study examines how cholesterol affects water alignment at the interface of model cell membranes that include 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, offering insights into membrane biophysics (Orlikowska-Rzeznik et al., 2024).

  • Impact of Lipid Composition on Vesicle Protein Adsorption: A BSA Case Study.: The impact of different lipid compositions, including 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, on the adsorption of bovine serum albumin to vesicles is studied to understand protein-lipid interactions (Amarandi et al., 2024).

  • Spatial Arrangement of the Drug Ibuprofen in a Model Membrane in the Presence of Lipid Rafts.: This paper investigates the arrangement of ibuprofen within model membranes containing lipid rafts and 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, shedding light on drug-membrane interactions (Kashnik et al., 2024).

Linkage

Purified by crystallization.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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)
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
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
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
Xu Hannah Zhang et al.
Journal of cell science, 120(Pt 23), 4134-4143 (2007-11-23)
The G1 phase of the cell cycle is marked by the rapid turnover of phospholipids. This turnover is regulated by CTP:phosphocholine-cytidylyltransferase (CCT) and group VIA Ca(2+)-independent-phospholipase A(2) (iPLA(2)). We previously reported that inhibition of iPLA(2) arrests cells in G1 phase

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