20255-94-1

Usage

Uses

Used in Gene Delivery:
1,2-Dimyristoyl-rac-glycerol (C14:0) is used as a component in the synthesis of lipophilic peptides for gene delivery. Its role in this application is to facilitate the interaction between the lipophilic peptides and target cells, enhancing the efficiency of gene delivery.
Used in Cell Biology Research:
In the field of cell biology, 1,2-Dimyristoyl-rac-glycerol (C14:0) is used as a detergent or reagent, particularly in experiments concerning metabolism and metabolic pathways involving glycerolipids. Its ability to promote interactions between proteins and lipids makes it a valuable tool in understanding cellular processes.
Used in Metabolism and Metabolic Pathway Studies:
As a diglyceride, 1,2-Dimyristoyl-rac-glycerol (C14:0) is involved in research investigating the process of suppressing fat accumulation through diglyceride consumption. This application aims to better understand the role of diglycerides in metabolism and their potential in developing therapies for obesity and related metabolic disorders.

InChI:InChI=1/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3

Upstream product

• 96-13-9 2,3-Dibromopropan-1-ol 
• 13429-27-1 potassium myristate 
• 132333-70-1 tetradecanoic acid 2-oxopropane-1,3-diyl ester 
• 7770-09-4 glycerol 1,3-dimyristate 
• 18194-24-6 dimyristoylphosphatidylcholine 
• 56176-80-8 1-(tert-butyl)dimethylsilyl-2,3-dimyristoyl glycerol 
• 73083-33-7 3-(benzyloxy)propane-1,2-diyl ditetradecanoate 
• 544-63-8 n-tetradecanoic acid 
• 124-10-7 methyl myristoate 
• 56-81-5 glycerol 
• 22128-29-6 3-(1-ethoxy-ethoxy)-propane-1,2-diol 
• 112-64-1 tetradecanoyl chloride 

Downstream Products

• 20255-95-2 dimyristoylphosphatidylethanolamine 
• 76163-46-7 diphenyl 1,2-di-O-tetradecanoyl-rac-3-glycerophosphate 
• 177084-32-1 Tetradecanoic acid 2-{diisopropylamino-[2-(4-nitro-phenyl)-ethoxy]-phosphanyloxy}-1-tetradecanoyloxymethyl-ethyl ester 
• 7770-09-4 glycerol 1,3-dimyristate 
• 177084-45-6 3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(tetradecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> 
• 177084-41-2 3'-deoxy-N⁶,2'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 5'-<(2RS)-2,3-bis(tetradecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> 
• 177084-37-6 Tetradecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-tetradecanoyloxymethyl-ethyl ester 
• 30170-00-4 Dimyristoylphosphatidic acid 
• 149204-03-5 2,3-dimyristoylglycerol-tosylate 
• 163333-49-1 Tetradecanoic acid 2-((S)-3-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-2-tert-butoxycarbonylamino-propionyloxy)-1-tetradecanoyloxymethyl-ethyl ester 
• 18194-24-6 dimyristoylphosphatidylcholine 

Relevant academic research and scientific papers

Temperature dependence of production of structured triacylglycerols in the alga Trachydiscus minutus

This study describes the identification of regioisomers and enantiomers of triacylglycerols of C20 polyunsaturated fatty acids (PUFAs) in the alga Trachydiscus minutus cultivated at different temperatures using reversed- and chiral-phase liquid chromatogr

HYDROPHOBIC ACID ADDITION SALTS AND PHARMACEUTICAL FORMULATIONS THEREOF

The invention provides hydrohphobic drug salts and pharmaceutical compositions comprising such salts. The invention fourther provides compositions for delivering poorly soluble drugs, including hydrophobic drug salts.

LIPID-LINKED PRODRUGS

This invention provides lipid-linked prodrugs having structures as set out herein. Uses of such lipid-linked prodrug compounds for treatment of various indications, and methods for making and using lipid-linked prodrugs are also provided.

COMPOSITIONS AND METHODS FOR DELIVERY OF THERAPEUTIC AGENTS

This disclosure provides improved lipid-based compositions, including lipid nanoparticle compositions, and methods of use thereof for delivering agents in vivo including nucleic acids and proteins. These compositions are not subject to accelerated blood clearance and they have an improved toxicity profile in vivo.

Design of well balanced hydrophilic-lipophilic catalytic surfaces for the direct and selective monoesterification of various polyols

The transesterification process is a well known reaction of organic chemistry. However, the monoesterification of unprotected polyols such as glycerol or sucrose is much more complex and the design of selective catalysts is becoming a huge challenge in order to avoid many protection and deprotection steps, harmful for the cost and the environmental impact of the resulting process. In this study, we showed that the control of the hydrophilic-lipophilic balance of heterogeneous catalysts is a crucial key in order to tune both the catalyst activity and the monoester selectivity. Indeed, whereas homogeneous guanidine led to low selectivity toward monoesters, its anchorage on a hydrophilic solid support such as silica allowed us to prepare two basic hybrid organic-inorganic materials able to selectively afford monoesters in high yield and in an environmentally-friendly process, at low temperature and starting from an equimolecular mixture of unprotected polyols and various fatty methyl esters. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

Acid-catalyzed intra- and intermolecular acyl exchange in mono- and diglycerides

Acid-catalyzed transformation of 1-monolauroylglycerine (1-MLG) was investigated. It has been demonstrated that 1-MLG disproportionates readily and quickly into a mixture of 1,2- and 1,3-diacylglycerines and glycerine. The transformation of 1,3-diglycerides into 1,2-diglycerides was studied.

The Synthesis of Some Esters of Glycerol with Special Attention to the Problem of Acyl Migration

Various triglycerides have been prepared by the acylation of either cis-1,3-O-benzylideneglycerol or 2,3-O-isopropylideneglycerol, followed by removal of the protecting group and acylation of the resultant diol.Alternatively, acylation of dihydroxyacetone, reduction of the intermediate ketone with sodium cyanoborohydride (pH 4) and acylation of the resultant alcohol also provide triglycerides in good yields.In some of these esters of glycerol, 13C n.m.r. spectroscopy (125.7 MHz) was used to monitor potential acyl migration.Finally, 2-halopyridinium salts were investigated as an alternative to the normal dicyclohexylcarbodiimide/dimethylaminopyridine couple for glycerol esterification.

Diacylglycerophosphoric acid esters of aminoethanol and methylaminoethanol and method of preparing the same

Aminoethyl and methylaminoethyl esters of diacylglycerophosphoric acid in ich the acyl groups are alkanoyl or alkenoyl having 10 to 22 carbon atoms are prepared in good yield by reaction of the corresponding β-bromoethyl esters with ammonia or methylamine base.