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

Base Information

• Chemical Name: 1,2-Distearoyl-sn-glycero-3-phosphocholine
• CAS No.: 816-94-4
• Molecular Formula: C44H88NO8P
• Molecular Weight: 790.158
• Hs Code.: 29232000
• European Community (EC) Number: 212-440-2
• NSC Number: 725285
• UNII: 043IPI2M0K
• DSSTox Substance ID: DTXSID20231218
• Wikipedia: Distearoylphosphatidylcholine
• Wikidata: Q27157143
• RXCUI: 1426933
• Metabolomics Workbench ID: 13299
• Mol file: 816-94-4.mol

Synonyms:1,2-distearin sn-3-phosphorylcholine;1,2-distearoyl-sn-glycero-3-phosphocholine;1,2-distearoyllecithin;1,2-distearoyllecithin, (+-)-isomer;1,2-distearoyllecithin, (R)-isomer;1,2-distearoyllecithin, (S)-isomer;1,2-distearoylphosphatidylcholine;4-hydroxy-N,N,N-trimethyl-10-oxo-7-((1-oxooctadecyl)oxy)-3,5,9-trioxa-4-phosphahepta cosan-1-aminium hydroxide, inner salt, 4-oxide;distearoyl phosphatidylcholine;distearoyl-sn-glycero-3-phosphocholine;distearoylglycerophosphocholine;distearoylphosphatidylcholine;distearoylphosphatidylcholine, DL-;DL-DSPC;DSPC R-isomer;L-distearoyllecithin;L-DSPC

Chemical Property of 1,2-Distearoyl-sn-glycero-3-phosphocholine

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 236°C(lit.)
• Boiling Point: Vapour density:
• PSA: 121.00000
• LogP: 13.24240
• Storage Temp.: −20°C
• Solubility.: slightly sol. in Chloroform
• XLogP3: 15.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 44
• Exact Mass: 789.62475576
• Heavy Atom Count: 54
• Complexity: 888

Purity/Quality:

99% ^*data from raw suppliers

1,2-Distearoyl-sn-glycero-3-phosphocholine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC
• 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.
• Uses: 18:0 PC (DSPC) has been used:in the microbubble monolayer preparation for biomolecule delivery studies into protoplastsin the preparation of liposomes for immobilization studies in the generation of porphyrin-phospholipid (PoP) liposomes for irinotecan (IRT) and doxorubicin delivery

Technology Process of 1,2-Distearoyl-sn-glycero-3-phosphocholine

There total 37 articles about 1,2-Distearoyl-sn-glycero-3-phosphocholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-α-glycerophosphocholine cadmium chloride salt + stearic acid (57-11-4) → distearoylphosphatidylcholine (816-94-4,18603-43-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 40h;

DOI:10.1071/CH14606

Reference yield: 81.0%

→ distearoylphosphatidylcholine (816-94-4,18603-43-5)

Guidance literature:

Reference yield: 59.0%

1,2-Distearoyl-sn-glycero-3-phosphoric acid (17966-16-4) + choline tosylate (55357-38-5) → distearoylphosphatidylcholine (816-94-4,18603-43-5)

Guidance literature:

1,2-Distearoyl-sn-glycero-3-phosphoric acid; With pyridine; at 50 ℃; for 0.5h;

choline tosylate; With trichloroacetonitrile; In pyridine; at 50 ℃; for 36h;

upstream raw materials:

α-<α'-Linoleoyl-β-stearoyl>-phosphatidylcholin

1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine

2-bromoethylphosphoric acid dichloride

DL-α,β-distearin

Downstream raw materials:

1-stearoyl-sn-glycero-3-phosphocholine

1-β-D-arabinofuranosylcytosine 5'-diphosphate-L-1,2-distearin

1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine

1-octadecanoyl-2-[cis-9,12]-octadecadienoyl-glycero-3-phosphocholine

Refernces

• 1、 -. "A (R)- 1, 2 - b stearyl acyl phosphatidyl choline preparation method". Paragraph 0045; 0046. . Retrieved 2017/02/17.
• 2、 Taniguchi, Tohru,Manai, Daisuke,Shibata, Masataka,Itabashi, Yutaka,Monde, Kenji. "Stereochemical Analysis of Glycerophospholipids by Vibrational Circular Dichroism". . p. 12191 - 12194. Retrieved 2015/10/12.