2644-64-6

Basic information

• Product Name: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
• Synonyms: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE;1,2-DIPALMITOYLLECITHIN;1,2-DIPALMITOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE;B,G-DIPALMITOYL-DL-A-LECITHIN;DL-A-LECITHIN DIPALMITOYL;DL-ALPHA-PHOSPHATIDYLCHOLINE, DIPALMITOYL;DL-ALPHA-LECITHIN (DIPALMITOYL);DL-a-LecithinDipalmitoyl=Dipalmitoyl
• CAS NO: 2644-64-6
• Molecular Formula: C₄₀H₈₀NO₈P
• Molecular Weight: 734.04
• EINECS: 220-153-9
• Mol File: 2644-64-6.mol

Chemical Properties

• Melting Point: 190 °C (decomp)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: −20°C
• CAS DataBase Reference: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE(2644-64-6)
• EPA Substance Registry System: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE(2644-64-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2644-64-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE is used as an acylating agent for the preparation of acylated S413-?PV cell-penetrating peptides. These peptides have the ability to penetrate cell membranes, allowing for the delivery of therapeutic agents directly to target cells, enhancing the effectiveness of drug treatments.

InChI:InChI=1/C40H81NO8P/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,(H,44,45)

Upstream product

• 26227-65-6 palmitic acid carboimidazolide 
• 34688-34-1 glycerolcholine phosphate 
• 67-48-1 choline chloride 
• 75-50-3 trimethylamine 
• 17364-18-0 1-palmitoyllysophosphatidylcholine 
• 57-10-3 1-hexadecylcarboxylic acid 
• 55357-38-5 choline tosylate 
• 14912-92-6 caesium palmitate 
• 693-38-9 vinyl palmitate 
• 1042289-75-7 rac-1,2-dipalmitoylglycerol 
• 2644-64-6 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine 

Downstream Products

• 63-89-8 D-dipalmitoylphosphatidylcholine 
• 112-39-0 hexadecanoic acid methyl ester 
• 17364-18-0 1-palmitoyllysophosphatidylcholine 
• 17364-16-8 1-palmitoyl-sn-glycero-3-phosphocholine 
• 75539-79-6 benzyloxycarbonyl-D-Phe-Phe-Gly 
• 13054-03-0 H-Gly-Pro-Gly-Gly-OH 
• 4530-20-5 BOC-glycine 
• 19698-29-4 1,2-Dipalmitoylphosphatidic acid 

Relevant articles and documents

Preparation method of synthetic phospholipid DPPC (dipalmitoyl phosphatidylcholine)

The invention provides a method for artificially synthesizing phospholipid DPPC (dipalmitoyl phosphatidylcholine).The target product, DPPC, is synthesized from glyceryl phosphoryl choline and palmitic acid through condensation reaction.The method is simple in step, mild in reaction and suitable for industrial production.The prepared DPPC can be used for various medicines such as injection, tablets and capsules as a pharmaceutical adjuvant.

1,2-Diacrylglycerol and wherein the intermediate preparation method

The invention discloses a preparation method for diacylglycero and an intermediate thereof. The preparation method for diacylglycero comprises the following steps: in an ether solvent and/or an alcohol solvent, in the present of an alkali, performing hydrolysis reaction on a compound shown as a formula 5, so as to obtain diacylglycero which is 1 shown in a formula 1. R in the formula 5 and 5 is C14-C18 saturated or unsaturated aliphatic acyl. The preparation method is cheap in raw materials, mild in reaction conditions, safe in operation, simple in postprocessing operation, high in reaction conversion rate, high in yield and suitable for large-scale production.

Process for the production of phospholipids

A new enzymatic process for preparing 1,2-diacylated phospholipids using an enzyme preparation possessing phospholipase activity towards acylation at the sn-1 and sn-2 sites in a microaqueous reaction system. More particularly, the 1,2-diacyl-phospholipids produced according to the esterification/transesterification process are obtainable in high yield and purity and carry identical desired carboxylic acid, preferably fatty acid, acyl groups at the sn-1 and sn-2 positions. The process involves esterification/transesterification (acylation) of a glycerophospholipid, preferably glycerophosphoryl choline (GPC) with a desired carboxylic acid, preferably fatty acid, or their derivatives in the presence of the above mentioned appropriate enzyme preparation. The process of the invention further relates to a process for the production of 1-acyl-2-lyso-glycerophospholipid, preferably 2-lyso-PC by reacting glycerophospholipid, preferably glycerophosphoryl choline (GPC) with a desired carboxylic acid, preferably fatty acid, or their derivatives in the presence of a sn-1 specific phospholipase (PLA1 or PLA1,2) and a solvent, in a microaqueous medium.

A rapid condensation between lysophosphorylcholine and fatty acids with an easily separable amine base

With 2,6-Cl2C6H3COCl and 1-methylimidazole, the title condensation completed at room temperature within 12 hours, which is shorter time than that with the standard DCC/DMAP system. Use of easily separable 1-methylimidazole from the crude product by chromatography is an additional advantage of the present reagent system. Georg Thieme Verlag Stuttgart.

Enzymatic Synthesis of Novel Phosphatidylgenipin, and Its Enhanced Cytotoxity

A new phosphatidyl derivative, 1,2-dipalmitoyl-3-sn-phosphatidylgenipin (DPP-genipin), was found to be synthesized by the transfer reaction of a dipalmitoylphosphatidyl residue from 1,2-dipalmitoyl-3-sn-phosphatidylcholine to genipin by phospholipase D (P

Polymer-supported bases. XII. Regioselective synthesis of lysophospholipids using polymer-supported bicyclic amidines or guanidines

1-Acylphosphatidylcholines were prepared in good yields by the regioselective monoacylation of L-α-glycerophosphorylcholine with acylimidazoles in the presence of polymer-supported bicyclic amidine of guanidine.

Composition and method for treatment of disseminated fungal infections in mammals

A method is disclosed for treatment of disseminated fungal infection in a mammal comprising the administration of a fungicidally effective amount of Amphotericin B encapsulated in a substantially sterol-free liposome to the infected mammal. Also provided is an agent for treatment of disseminated fungal infection in a mammal comprising Amphotericin B encapsulated in a liposome which consists essentially of lipids other than sterols.

Acoustic shock wave targeting of drug delivery in patients

Acoustic shock waves generated outside a patient's body are focused upon selected target zones within a patient's body to cause release of biologically active substances from liposomes administered to the patient. The procedures may serve to increase cell uptake of drugs and reduce systemic toxicity.

Viral liposome particle

The outer membrane of influenza virus is attached to a liposome by two different techniques. In addition, one of the techniques allows the entrapment of intact virus, usually one virus per liposome. The techniques can be performed with either influenza virus A or B.