1,2-Dipalmitoyl-sn-glycero-3-phosphocholine [63-89-8]
Référence sc-203458A
Conditionnement : 250mg
Marque : Santa Cruz Biotechnology
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1,2-Dipalmitoyl-sn-glycero-3-phosphocholine: sc-203458
1,2-Dipalmitoyl-sn-glycero-3-phosphocholine (CAS 63-89-8)
Noms alternatifs:
1,2-Dipalmitoylphosphatidylcholine; 2,3-bis(palmitoyloxy)propyl-2-(trimethylammonio)ethylphosphat; Colfoscerili palmitas
Application:
1,2-Dipalmitoyl-sn-glycero-3-phosphocholine is a phosphoglyceride that has been used for preparation of liposomal monolayers/bilayers
Numéro CAS:
63-89-8
Pureté:
99%
Masse Moléculaire:
734.04
Formule Moléculaire:
C40H80NO8P
Pour la Recherche Uniquement. Non conforme pour le Diagnostic ou pour une Utilisation Thérapeutique.
* Consulter le Certificat d'Analyses pour les données spécifiques à un lot (incluant la teneur en eau).
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Références bibliographiques
Description
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SDS & Certificat d’Analyses
1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, often abbreviated as DPPC, is a synthetic phospholipid notable for its critical role in the study of biophysical properties of cell membranes. Structurally, DPPC contains two palmitic acid chains, which are saturated 16-carbon fatty acids, linked to the first and second carbons of a glycerol molecule. The third carbon of the glycerol is bound to a phosphocholine group. This configuration makes DPPC a major component in the formation of lipid bilayers and vesicles due to its amphiphilic nature, with the hydrophobic tails of the palmitic acids and the hydrophilic phosphate choline headgroup. In research, DPPC is extensively used to create model membranes that mimic the lipid bilayer of cell membranes, facilitating the study of membrane dynamics, stability, and interactions with other molecules. The high melting temperature of DPPC results in a gel phase at body temperature, which has been exploited in studies to understand phase transitions within lipid bilayers and their effects on membrane fluidity and function. Additionally, DPPC serves as a fundamental tool in exploring lipid rafts, drug delivery systems via liposomes, and the mechanics of lipid layers, which are essential for understanding more complex biological processes and interactions at the cellular level. Its ability to form stable, well-defined bilayers makes it an invaluable compound in membrane research, particularly in experiments that require controlled environments to replicate cellular conditions.
References:
- Effect of Polyvinyl Pyrrolidone on the Thermal Phase Transition of 1,2 Dipalmitoyl-sn-glycero-3-phosphocholine Bilayer. | Savva, M., et al. 1999. J Colloid Interface Sci. 217: 160-165. PMID: 10441424
- Induction of immune responses against glycosphingolipid antigens: comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids. | Uemura, A., et al. 2005. J Vet Med Sci. 67: 1197-201. PMID: 16397376
- The phase transition behavior of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) model membrane influenced by 2,4-dichlorophenol--an FT-Raman spectroscopy study. | Csiszár, A., et al. 2006. Chem Phys Lipids. 139: 115-24. PMID: 16413520
- Isovaleric, methylmalonic, and propionic acid decrease anesthetic EC50 in tadpoles, modulate glycine receptor function, and interact with the lipid 1,2-dipalmitoyl-Sn-glycero-3-phosphocholine. | Weng, Y., et al. 2009. Anesth Analg. 108: 1538-45. PMID: 19372333
- Curcumin disorders 1,2-dipalmitoyl-sn-glycero-3-phosphocholine membranes and favors the formation of nonlamellar structures by 1,2-dielaidoyl-sn-glycero-3-phosphoethanolamine. | Pérez-Lara, A., et al. 2010. J Phys Chem B. 114: 9778-86. PMID: 20666521
- Generation of fatty acids from 1,2-dipalmitoyl-sn-glycero-3-phosphocholine/cardiolipin liposomes that stabilize recombinant human serum albumin. | Frahm, GE., et al. 2013. J Liposome Res. 23: 101-9. PMID: 23294393
- A study of the antibacterial activity of L-phenylalanine and L-tyrosine esters in relation to their CMCs and their interactions with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine, DPPC as model membrane. | Joondan, N., et al. 2014. Microbiol Res. 169: 675-85. PMID: 24667307
- 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine (DPPC)-rich domain formation in binary phospholipid vesicle membranes: two-dimensional nucleation and growth. | Chen, D. and Santore, MM. 2014. Langmuir. 30: 9484-93. PMID: 25084141
- Synthesis, micellisation and interaction of novel quaternary ammonium compounds derived from l-Phenylalanine with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine as model membrane in relation to their antibacterial activity, and their selectivity over human red blood cells. | Joondan, N., et al. 2015. Bioorg Chem. 58: 117-29. PMID: 25618736
- Lyoprotective Effect of Alkyl Sulfobetaines for Freeze-drying 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine Liposomes. | Aikawa, T., et al. 2017. J Oleo Sci. 66: 1277-1284. PMID: 29021493
- Transport of amino acids in gamma-glutamyl transpeptidase-implanted human erythrocytes. | Kalra, VK., et al. 1981. J Biol Chem. 256: 5567-71. PMID: 6113238
- Characterization of the pretransition in 1,2-dipalmitoyl-sn-glycero-3-phosphocholine by Fourier transform infrared spectroscopy. | Cameron, DG., et al. 1980. Biochemistry. 19: 3665-72. PMID: 6893274
- A Fourier transform infrared spectroscopic study of the molecular interaction of cholesterol with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine. | Umemura, J., et al. 1980. Biochim Biophys Acta. 602: 32-44. PMID: 6893416
- Synthesis of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine with labeled acyl groups. | Brimble, PD. and Choy, PC. 1981. Prep Biochem. 11: 525-33. PMID: 6896091
- Synthesis and properties of dimeric glycerophospholipid: 2,2′-dotriacontanedioylbis(1-palmitoyl-sn-glycero-3-phosphocholine). | Yamauchi, K., et al. 1996. J Biochem. 119: 115-9. PMID: 8907184
État Physique :
Solid
STOCKAGE :
Store at -20° C
Pour la Recherche Uniquement. Non conforme pour le Diagnostic ou pour une Utilisation Thérapeutique.
PubChem CID :
6138Numéro MDL :
MFCD00036903
Numéro CE :
200-567-6
SMILES :
CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
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1,2-Dipalmitoyl-sn-glycero-3-phosphocholine | CAS 63-89-8 SAMPLE Certificate of AnalysisCERTIFICAT D'ANALYSE
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Catalog Number:sc-203458
Lot Number:SAMPLE
Product Name:1,2-Dipalmitoyl-sn-glycero-3-phosphocholine
Molecular Formula:C40H80NO8P
Molecular Weight:734.1
Test | Specification | Results |
---|---|---|
Appearance | White lyophilized solid | |
Identification (Mass Spectrometry) | Complies | |
Purity (HPLC) | > 96% |
Informations pour la commande
Nom du produit | Ref. Catalogue | COND. | Prix HT | QTÉ | Favoris | |
1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, 50 mg | sc-203458 | 50 mg | .00 | |||
1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, 250 mg | sc-203458A | 250 mg | .00 |