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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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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
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
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)
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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