| Identification | Back Directory | [Name]
L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL | [CAS]
816-94-4 | [Synonyms]
DSPC
18:0 PC
DSPC L-1118
PC(18:0/18:0)
DISTEAROYL LECITHIN
-2,3-Bis(stearoyloxy)
Distearoyl-L-a-Lecithin
L-β,γ-Distearoyl-α-lecithin
propyl (2-(trimethylammonio)
1,2-Distearoyl-sn-glycero-3-PC
L-b,g-Distearoyl-a-lecithin, DSPC
L-á-Phosphatidylcholine distearoyl
L-A-PHOSPHATIDYLCHOLINE, DISTEAROYL
L-α-Phosphatidylcholine, distearoyl
β,γ-Distearoyl-L-α-phosphatidylcholine
L-BETA,GAMMA-DISTEAROYL-ALPHA-LECITHIN
L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL
Distearoyl-L-ALPHA-phosphatidyl choline
3-sn-phosphatidylcholine, 1,2-distearoyl
1,2-Dioleoyl-sn-Glycero-3-Phsophocholine
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Dioctadecanoyl-L-α-glycerophosphorylcholine
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
1,2-DIOCTADECANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE
L-A-PHOSPHATIDYLCHOLINE DISTEAROYL*CRYST SYNTHETIC
[O-(1-O,2-O-Distearoyl-L-glycero-3-phospho)choline]anion
[(2R)-2,3-distearoyloxypropyl] 2-(trimethylammonio)ethyl phosphate
(R)-2,3-Bis(stearoyloxy)propyl (2-(triMethylaMMonio)ethyl) phosphate
[(2R)-2,3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
(R)-(7-lauroyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacosyl)trimethylammonium 4-oxide
3-sn-Phosphatidylcholine, 1,2-distearoyl, L-α-Phosphatidylcholine, distearoyl, L-β,γ-Distearoyl-α-lecithin
1,2-Distearoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-distearoyl, L-α-Phosphatidylcholine, distearoyl, L-β,γ-Distearoyl-α-lecithin | [EINECS(EC#)]
212-440-2 | [Molecular Formula]
C44H88NO8P | [MDL Number]
MFCD00036905 | [MOL File]
816-94-4.mol | [Molecular Weight]
790.15 |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
236°C(lit.) | [storage temp. ]
−20°C
| [solubility ]
slightly sol. in Chloroform | [form ]
powder to crystal | [color ]
White to Almost white | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [biological source]
semisynthetic | [BRN ]
3923978 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChIKey]
NRJAVPSFFCBXDT-HUESYALOSA-N | [SMILES]
[C@H](OC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCCCC |&1:0,r| |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Definition]
ChEBI: A phosphatidylcholine 36:0 in which both phosphatidyl acyl groups are specified as stearoyl (octadecanoyl). | [Description]
1,2-Distearoyl-sn-glycero-3-PC (DSPC) is a phospholipid containing the saturated long-chain (18:0) stearic acid inserted at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.1,2 | [Uses]
18:0 PC (DSPC) has been used:
- in the microbubble monolayer preparation for biomolecule delivery studies into protoplasts
- in the preparation of liposomes for immobilization studies
- in the generation of porphyrin-phospholipid (PoP) liposomes for irinotecan (IRT) and doxorubicin delivery
| [General Description]
1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC,816-94-4) is a phospholtidylcholine with alkyl chain comprising 18 carbons. It has phophatidylcholine head group and its structure is similar to 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC).
| [Biochem/physiol Actions]
1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC,816-94-4) is used in combination with other members of phosphatidylcholine for the generation of mixed bilayer system. It is majorly used in conventional and stealth liposome preparation for drug delivery studies.
| [References]
[1] PERNILLE H?YRUP Kent J Ole G Mouritsen. Phospholipase A2 activity towards vesicles of DPPC and DMPC–DSPC containing small amounts of SMPC[J]. Biochimica et biophysica acta. Biomembranes, 2001, 1515 2: Pages 133-143. DOI: 10.1016/s0005-2736(01)00407-2
[2] FREDERICK A HEBERLE Gerald W F. Phase separation in lipid membranes.[J]. Cold Spring Harbor perspectives in biology, 2011, 3 4. DOI: 10.1101/cshperspect.a004630
[3] S MABREY J M S. Investigation of phase transitions of lipids and lipid mixtures by sensitivity differential scanning calorimetry.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1976, 73 11: 3862-3866. DOI: 10.1073/pnas.73.11.3862 |
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