1069-79-0 Usage
Description
1,2-Distearoyl-sn-glycero-3-phosphoethanolamine, also known as PE-DS, is a type of phospholipid that belongs to the class of aminophospholipids. It is a significant component of biological membranes in both eukaryotic and prokaryotic cells, particularly in nervous tissue. PE-DS is characterized by its white powder form and plays a crucial role in various cellular functions.
Uses
1. Used in Pharmaceutical Applications:
1,2-Distearoyl-sn-glycero-3-phosphoethanolamine is used as a key component in the formulation of drug delivery systems, specifically micelles and liposomes. These structures are essential for encapsulating and delivering therapeutic agents, enhancing their solubility, stability, and bioavailability.
2. Used in Cosmetic Applications:
In the cosmetic industry, 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine is utilized as an emulsifying agent, providing stability and improving the texture of various cosmetic products. Its presence in biological membranes makes it a suitable candidate for mimicking the skin's natural barrier, thus enhancing the efficacy of skincare products.
3. Used in Food Industry:
PE-DS is also employed in the food industry as an ingredient in the production of structured lipids, which are designed to improve the nutritional profile of food products. These lipids can be tailored to have specific properties, such as enhanced stability or improved bioavailability of essential nutrients.
4. Used in Biomedical Research:
In the field of biomedical research, 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine is used as a model membrane component to study the properties and behavior of biological membranes. This helps researchers gain insights into various cellular processes and develop targeted therapeutic strategies.
5. Used in Nanotechnology:
Due to its amphiphilic nature, PE-DS is utilized in the development of nanoscale drug delivery systems, such as liposomes and micelles, for targeted drug delivery. These systems can improve the therapeutic efficacy of drugs and reduce side effects by selectively delivering the drug to the desired site of action.
Biochem/physiol Actions
Phosphatidylethanolamine forms pure lipid structures. It modulates membrane fluidity in eukaryotic cells. Phosphatidylethanolamine plays an important role in autophagy, cell division and protein folding. It acts as a precursor for the synthesis of various protein modifications. Phosphatidylethanolamine functions as an intermediate for the synthesis of glycerophospholipid classes.
Purification Methods
The R-form is recrystallised from CHCl3/MeOH, and the ±-form is recrystallised from EtOH. [Bevan & Malkin J Chem Soc 2667 1951, Baer Can J Biochem Physiol 81 1758 1959, Beilstein 4 IV 1420.]
Check Digit Verification of cas no
The CAS Registry Mumber 1069-79-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,6 and 9 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1069-79:
(6*1)+(5*0)+(4*6)+(3*9)+(2*7)+(1*9)=80
80 % 10 = 0
So 1069-79-0 is a valid CAS Registry Number.
InChI:InChI=1/C41H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1
1069-79-0Relevant articles and documents
A new synthetic approach to phosphatidylethanolamine
Song, Yang,Yuan, Wei,Luo, Yu,Lu, Wei
, p. 154 - 156 (2012)
A new synthetic method for phosphatidylethanolamine head group was developed via ring-opening of cyclic dioxaphospholane 2 with sodium azide and subsequent hydrogenation. The advantage of this strategy included short reaction steps, readily available materials and good yields.
Preparation method of disaturated acyl phosphatidylethanolamine
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Paragraph 0101-0105, (2020/07/07)
The invention discloses a preparation method of disaturated acyl phosphatidylethanolamine, relates to the field of compound preparation, and aims at solving the problems of low yield and high cost ofan existing synthesis method of disaturated acyl phosphatidylethanolamine, wherein the preparation method comprises the following steps: (1) carrying out phosphorylation reaction by using a one-pot method to generate a compound I; (2) mixing the compound I with acid, and carrying out hydrolysis reaction to generate a compound II; (3) carrying out esterification reaction on the compound II and saturated chain acid, namely myristic acid, palmitic acid and stearic acid to generate a compound III; (4) mixing the compound III with DBU, namely 1,8-diazabicyclo undec-7-ene, and carrying out a deprotection reaction to generate a compound IV; and (5) mixing the compound IV with zinc powder and acetic acid, and carrying out a deprotection reaction to generate the disaturated acyl phosphatidylethanolamine. The method is short in synthetic route, mild in reaction condition, wide in application range and high in yield.
Synthesis and properties of photoactivatable phospholipid derivatives designed to probe the membrane-associate domains of proteins
Alcaraz, Marie-Lyne,Peng, Ling,Klotz, Philippe,Goeldner, Maurice
, p. 192 - 201 (2007/10/03)
The total syntheses of photoactivatable phospholipidic probes 1 and 2 are described. These probes contain either an aryldiazonium function at their polar head (probes 1a and 1b) or an diazocyclohexadienonyl group attached to the end of one fatty acid side chain (probe 2) and have been designed to probe the lipid/water interface and the hydrophobic core of the membrane, respectively. The synthetic schemes include the possibility of incorporating a radio-labeled atom (tritium) for further labeling investigations. Both probes were stable in the dark under physiological conditions and could be efficiently photodecomposed at wavelengths above 300 nm, leading to the generation of highly reactive species, aryl cations and cyclohexadienonyl carbene, respectively. In addition, these probes displayed UV-absorption spectra which are compatible with tryptophan-mediated energy transfer photoactivation, which can lead potentially to an efficient mapping of the membrane-associate protein domains.