2465-32-9

Usage

Uses

Used in Pharmaceutical Industry:
1,3-Diolein is used as a key component in the synthesis of amphiphilic gadolinium complexes, which serve as MRI contrast agents. These agents enhance the visibility of internal body structures during magnetic resonance imaging (MRI) procedures, allowing for better diagnosis and treatment of various medical conditions.
Used in Diagnostic Imaging:
1,3-Diolein is used as a component in the development of MRI contrast agents for diagnostic imaging. The amphiphilic gadolinium complexes, synthesized using 1,3-Diolein, improve the quality of MRI scans by increasing the contrast between different tissues and organs, facilitating the detection of abnormalities and aiding in the diagnosis of various diseases.

InChI:InChI=1/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18+

Upstream product

• 96-23-1 1,3-Dichloro-2-propanol 
• 143-19-1 sodium Oleate 
• 112-79-8 Elaidic Acid 
• 56-81-5 glycerol 
• 112-80-1 cis-Octadecenoic acid 
• 112-62-9 Methyl oleate 
• 122-32-7 trioleoylglycerol 
• 111-62-6 oleic acid ethyl ester 
• 62147-49-3 1,3-dihydroxyacetone dimer 
• 24472-44-4 2-oxopropane-1,3-diyl dioleate 
• 143997-01-7 (S)-3-((4-methoxybenzyl)oxy)propane-1,2-diyl dioleate 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 3896-58-0 vinyl oleate 
• 2442-61-7 1,2-dioleoylglycerol 

Downstream Products

• 1716-07-0 1,3-dioleoyl-2-palmitoylglycerol 
• 19229-69-7 Dioleo-β-lecithin 
• 148691-24-1 (Z,Z,Z,Z,Z)-icosa-5,8,11,14,17-pentaenoic acid 2-((Z)-octadec-9-enoyloxy)-1-((Z)-octadec-9-enoyloxymethyl)ethyl ester 
• 112-62-9 Methyl oleate 
• 628-13-7 pyridine hydrochloride 

Relevant academic research and scientific papers

SOME PROPERTIES OF DIACYLGLYCEROL ACYLTRANSFERASE IN A PARTCULATE FRACTION FROM MATURING SAFFLOWER SEEDS

The activity of diacylglycerol acyltransferase of a subcellular particulate fraction from maturing safflower seeds was remarkably stimulated by the addition of 1,2-diacylglycerols which were previously emulsified in a gelatin solution by sonication.Metal ions were inhibitory to the reaction.Deoxycholate and diisopropyl fluorophosphate were the most effective inhibitors.Sulfhydryl groups seemed to be of limited significance in the enzyme.Both 1,2-dioleoyl-sn-glycerol and 2,3-dioleoyl-sn-glycerol were good substrates of diacylglycerol acyltransferase, but the 1,3-isomer did not serve as an acyl acceptor.The enzyme showed broad specificity for synthetic rac-1,2-diacylglycerols containing various fatty acids.However, rac-1,2-diecetylglycerol and rac-1,2-dibutylglycerol, which are soluble in water, were ineffective.The enzyme exhibited no significant specificity for saturated and unsaturated fatty acyl-CoA thioesters as acyl donors.This suggests that the fatty acid composition at the 3-position of the glycerol molecule of safflower triacylglycerols may depend on the composition of the endogenous acyl-CoA pool.Key Word Index - Carthamus tinctorius; Compositae; safflower; seeds; triacylglycerol synthesis; diacylglycerol acyltransferase.

Symmetrical cationic triglycerides: An efficient synthesis and application to gene transfer

Some cationic triglycerides 1Aa-1Cb which have a symmetrical structure were effectively synthesized and formulated into cationic liposomes with the co-lipid dioleoylphosphatidylethanolamine (DOPE) and/or dilauroylphosphatidylcholine (DLPC). The plasmid encoding a luciferase was delivered into CHO cells by using these cationic liposomes. Our symmetrical cationic triglycerides showed high transfection activity when DOPE was used as a co-lipid. Among the symmetrical cationic triglycerides synthesized here, 1Ab and 1Ac, which have an oleoyl group at the 1- and 3-position in the glycerol backbone and also have a relatively long linker connecting the 2-hydroxy group in glycerol with the quaternary ammonium head group, were found to be the most suitable for gene delivery into cells. The transfection activity of the symmetrical cationic triglyceride 1Ab was comparable with that of its asymmetrical congener 6 and several times higher than that of Lipofectin.

Triglyceride-mimetic structure-gated prodrug nanoparticles for smart cancer therapy

Off-target drug release and insufficient drug delivery are the main obstacles for effective anticancer chemotherapy. Prodrug-based self-assembled nanoparticles bioactivated under tumor-specific conditions are one of the effective strategies to achieve on-demand drug release and effective tumor accumulation. Herein, stimuli-activable prodrugs are designed yielding smart tumor delivery by combination of the triglyceride-mimic (TG-mimetic) prodrug structure and disulfide bond. Surprisingly, these prodrugs can self-assemble into uniform nanoparticles (NPs) with a high drug loading (over 40%) and accumulate in tumor sites specifically. The super hydrophobic TG structure can act as a gate that senses lipase to selectively control over NP dissociation and affect the glutathione-triggered prodrug activation. In addition, the impacts of the double bonds in the prodrug NPs on parent drug release and the following cytotoxicity, pharmacokinetics, and antitumor efficiency are further demonstrated. Our findings highlight the promising potential of TG-mimetic structure-gated prodrug nanoparticles for tumor-specific drug delivery.

LIPID PRODRUGS OF GLUCOCORTICOIDS AND USES THEREOF

The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, and methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.

LIPID PRODRUGS OF PREGNANE NEUROSTEROIDS AND USES THEREOF

The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, as well as methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.

LIPID PRODRUGS OF BTK INHIBITORS AND USES THEREOF

The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, and methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.

LIPID PRODRUGS OF JAK INHIBITORS AND USES THEREOF

The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, and methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.

LIPID-CONTROLLED RELEASE COMPOSITIONS

The disclosure provides a glass syringe or a glass cartridge, containing a lipid-based pre-formulation suitable for refrigerated storage.

MODIFIED AMINE LIPIDS

The disclosure provides ionizable amine lipids and salts thereof (e.g., pharmaceutically acceptable salts thereof) useful for the delivery of biologically active agents, for example delivering biologically active agents to cells to prepare engineered cells. The ionizable amine lipids disclosed herein are useful as ionizable lipids in the formulation of lipid nanoparticle-based compositions.

Stereospecific synthesis of phosphatidylglycerol using a cyanoethyl phosphoramidite precursor

Phosphatidylglycerols (PG) are a family of naturally occurring phospholipids that are responsible for critical operations within cells. PG are characterized by an (R) configuration in the diacyl glycerol backbone and an (S) configuration in the phosphoglycerol head group. Herein, we report a synthetic route to provide control over the PG stereocenters as well as control of the acyl chain identity.