76189-95-2

Upstream product

• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 112-76-5 Stearoyl chloride 
• 57-11-4 stearic acid 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 98238-47-2 4-((benzyloxy)methyl)-1,3-dioxolane 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 1429-59-0 1,2-distearoyl-sn-glycerol 
• 51063-97-9 DL-α,β-distearin 

Relevant academic research and scientific papers

Synthesis process of novel compound phosphatidyl 3-hydroxypropionitrile

The invention relates to a synthesis process of a novel compound phosphatidyl 3-hydroxypropionitrile. The synthesis process comprises the following steps: using acetone glycerol as a starting material; protecting exposed hydroxyl with benzyl; removing a ketal protecting group to obtain two exposed hydroxyls; then, esterifying with stearic acid; removing benzyl protection to obtain the exposed hydroxyl; reacting with a chlorophosphine compound to obtain a phosphine oxide compound; oxidizing to obtain phosphine oxide; and removing one molecular propyl nitrile to obtain a final product phosphatidyl 3-hydroxypropionitrile.

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.

Synthesis of unsaturated phosphatidylinositol 4-phosphates and the effects of substrate unsaturation on SopB phosphatase activity

In this paper evidence is presented that the fatty acid component of an inositide substrate affects the kinetic parameters of the lipid phosphatase Salmonella Outer Protein B (SopB). A succinct route was used to prepare the naturally occurring enantiomer of phosphatidylinositol 4-phosphate (PI-4-P) with saturated, as well as singly, triply and quadruply unsaturated, fatty acid esters, in four stages: (1) The enantiomers of 2,3:5,6-O-dicyclohexylidene-myo-inositol were resolved by crystallisation of their di(acetylmandelate) diastereoisomers. (2) The resulting diol was phosphorylated regio-selectively exclusively on the 1-O using the new reagent tri(2-cyanoethyl)phosphite. (3) With the 4-OH still unprotected, the glyceride was coupled using phosphate tri-ester methodology. (4) A final phosphorylation of the 4-O, followed by global deprotection under basic then acidic conditions, provided PI-4-P bearing a range of sn-1-stearoyl, sn-2-stearoyl, -oleoyl, -γ-linolenoyl and arachidonoyl, glycerides. Enzymological studies showed that the introduction of cis-unsaturated bonds has a measurable influence on the activity (relative Vmax) of SopB. Mono-unsaturated PI-4-P exhibited a five-fold higher activity, with a two-fold higher KM, over the saturated substrate, when presented in DOPC vesicles. Poly-unsaturated PI-4-P showed little further change with respect to the singly unsaturated species. This result, coupled with our previous report that saturated PI-4-P has much higher stored curvature elastic stress than PI, supports the hypothesis that the activity of inositide phosphatase SopB has a physical role in vivo. This journal is

1,2-O-Methylene- And 1,3-O-Methyleneglycerols in Synthesis of Phospholipids

Acylation of formais derived from monosubstituted glycerols was found to be a convenient method for preparing the corresponding esters. In this way, racemic 1,2- and 1,3-O-diacylglycerols, as well as phosphatidyl and thiophoshatidyl esters and neutral amides were prepared.

Phospholipid derivatives

Phospholipid derivatives resulting from coupling of ascorbic acid to a glycerol ester or ether via a phosphoric acid residue and having antioxidant activity and lipid peroxide inhibiting activity, which have the formula STR1 wherein R1 and R2 represent the same or different and each represents an alkyl or acyl group and neither formula represents any particular configuration nor conformation.